Scott Dillingham

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Carmen Da Silva, a cross-border CPA and co-founder of SHARE, who specializes in helping Canadians invest in U.S. real estate. Carmen shares her journey from articling at PricewaterhouseCoopers (now PwC) in tax programs to building a family wealth management business, before relocating to Florida in 2003. She discusses her pivot to real estate investing during the 2008 financial crisis, starting with single-family rentals to replace income after selling her business. Emphasizing opportunity and preparedness, Carmen explains how she expanded her portfolio through bulk purchases in Florida and Texas, leveraging strategies like refinancing to acquire more properties without additional personal capital. She highlights the challenges of early investments, such as mortgage issues with condos and navigating hedge fund influences, leading her to focus on single-family homes.As CFO and co-founder of SHARE (established in 2021), Carmen describes how the platform simplifies U.S. real estate investing for Canadians, offering end-to-end services from entity creation to asset management. She stresses the importance of cross-border tax planning, including foreign tax credits, state-specific filings, and entity structures like Wyoming holding companies for privacy and asset protection. Carmen warns against using U.S.-centric structures like LLCs without considering Canadian tax mismatches, which can lead to double taxation. The conversation touches on potential impacts from U.S. tax reforms under the One Big Beautiful Bill signed in July 2025, which extended 2017 tax cuts, kept corporate rates at 21%, and introduced higher tariffs—potentially affecting cross-border flows but favoring personal holdings for capital gains benefits. She advises consulting cross-border experts to avoid pitfalls in taxation, estate planning, and probate.Carmen also shares her passion for educating the next generation, teaching her children to invest early for cash flow and tax advantages, using affordable U.S. entry points compared to Canadian markets. Drawing from Robert Kiyosaki's Cashflow 101 game, she illustrates behavioral lessons in investing, such as seizing opportunities and maintaining a cash flow mindset over scarcity. For 2025, U.S. real estate remains attractive for Canadians amid stable markets, with tools like SHARE's portal providing real-time tracking, discounted insurance, and property tax reassessments. This episode offers practical insights for building wealth across borders, blending personal stories with updated strategies amid evolving tax landscapes.Key TakeawaysCross-Border Tax Essentials: Consider residency and property location for taxation; file U.S. federal (and state where applicable) returns, then claim foreign tax credits in Canada to avoid double taxation, with no state income tax in places like Texas.Entity Structures for Protection: Use a Wyoming parent holding company for privacy, registering subsidiaries in each state; avoid U.S. LLCs without Canadian alignment to prevent timing mismatches and higher effective taxes.Investing Strategies: Leverage refinancing (e.g., using equity from six properties to buy more) for portfolio growth; focus on single-family rentals over condos due to mortgage and resale challenges, especially post-2008 and amid 2025 tariff impacts.Accountant Selection: Choose professionals with knowledge of both Canadian and U.S. systems; hybrid entities can cause issues, so integrate estate planning like local wills to streamline probate and avoid administrative delays.Family Wealth Building: Start young investors with affordable U.S. properties for cash flow (e.g., $100,000 homes yielding $1,000 monthly); teach a cash flow mindset to enable financial freedom, using tools like SHARE for seamless management.SHARE's End-to-End Support: Benefit from acquisition teams, institutional-grade property managers, monthly financials, and cost reductions (e.g., 40% insurance discounts, property tax reassessments); ideal for hands-off investing in 2025's stable U.S. markets.2025 Tax Updates: Under the One Big Beautiful Bill, extended tax cuts favor personal holdings for capital gains; corporate rates remain at 21%, but Canadian passive investment rules may still impose high rates—prioritize flow-through structures.Links to Show ReferencesCarmen Da Silva's LinkedIn: linkedin.com/in/carmen-da-silva-cpa-tax-specialist-7ab551235SHARE Website (for U.S. Real Estate Investing Resources): sharesfr.comLendCity Mortgages (for Pre-Approvals): lendcity.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Derek Wormsbecker, a mortgage agent at LendCity who specializes in helping Canadians invest in US properties. Derek shares his journey from starting as a real estate investor in Canada by renting out his first townhouse, to selling properties and redeploying capital into the US market. Motivated by rising costs and tenant issues in Ontario, he partnered with Share—a company founded by Andrew Kim that guides Canadians through US investments—to purchase a brand-new construction home in Arkansas for $176,000 USD. With Share's support, including entity setup, banking, and inspections, the process was seamless, and the property now generates steady US income under landlord-friendly laws.Derek highlights key differences between investing in Canada and the US, such as lower entry barriers, no strict rent controls, and favorable eviction processes. In Arkansas, non-payment of rent remains a criminal misdemeanor, with fines of $1-$25 per day after a 10-day notice, making it the only state with such provisions. He plans to sell another Canadian rental this year and invest in states like Ohio or Michigan, where prices are competitive. Scott and Derek discuss market fundamentals, noting excitement around developments like Google's $2 billion data center in Northeast Indiana, which is under construction and includes collaborations with local colleges. However, they caution on Ohio's Intel factory, which is proceeding with construction but has faced delays and controversies, including calls for CEO resignation in August 2025.As a mortgage expert, Derek explains US financing for Canadians focuses on property cash flow rather than personal credit or income, with access to over 450 lenders through LendCity. He emphasizes the advantages of working with specialists familiar with foreign nationals, avoiding common pitfalls like higher rates on small loans under $110,000 in some states. This episode provides practical insights for Canadians eyeing US opportunities, blending personal experiences with updated market trends for building cross-border wealth.Key TakeawaysStarting Small in Canada: Derek began investing by keeping his first townhouse as a rental, using private sales tactics to avoid high commissions, and gradually building a portfolio before shifting focus to the US.Transition to US Investing: Sold a Canadian property to buy a new-build in Arkansas for $176,000 USD via Share, benefiting from hand-holding services like entity creation, inspections, and a one-year builder warranty.US vs. Canada Advantages: Landlord-friendly laws, lower capital requirements, US currency earnings, and no rent controls allow better cash flow; Arkansas treats rent non-payment as a criminal offense with daily fines.Market Selection Tips: Look for growth areas like Ohio and Michigan for affordability, but research fundamentals—e.g., Google's Indiana data center boosts demand, while Intel's Ohio project faces ongoing delays as of November 2025.Financing Caveats for Canadians: US loans prioritize property viability over personal docs; expect higher rates on small loans, and use specialists like LendCity for access to 450+ lenders tailored to foreign investors.Future Plans and Advice: Derek aims to refinance Arkansas and add more US properties; investors should verify reassessments on taxes and avoid cheap buys without strong employment drivers.Links to Show ReferencesLendCity Mortgages (for US Investment Financing): lendcity.caShare (US Investing Support for Canadians): Search for Share Real Estate or visit via Erwin Szeto's resources at iwinrealestate.com

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Marc Racette, CEO and co-founder of Pulse FX, a Toronto-based foreign exchange and global payments firm. Marc shares his journey starting in international business expansion in Asia, including time in Shanghai, before entering the FX industry over a decade ago. He discusses founding Pulse FX in 2024 to provide personalized FX services, emphasizing how Canadians can save significantly on currency exchanges when investing in US properties. Highlighting the convenience pitfalls of banks and online services, Marc explains how hidden markups in rates can cost thousands, and how his firm offers better rates, tools, and guidance without baking in extra fees.Diving into market dynamics, Marc covers key factors influencing CAD/USD rates, including political shifts like Justin Trudeau's resignation on January 6, 2025, and Donald Trump's January 20, 2025, inauguration with its focus on tariffs and domestic manufacturing. He notes potential US dollar devaluation to boost exports, inflation risks from protectionist policies, and interest rate impacts—higher rates typically strengthen currencies. As of November 2025, the Bank of Canada holds its policy rate at 2.25% following an October cut, while the US Federal Reserve's target is 3.75%-4.00%. Oil prices hover around $61 per barrel, supporting CAD stability given Canada's ties to commodities. Global conflicts and safe-haven flows to USD are also flagged. Marc shares bank forecasts from late 2024 showing USD/CAD peaking near 1.45 before declining, with current rates around 1.40 (1 CAD ≈ 0.71 USD) aligning with expectations of CAD strengthening to 1.33-1.35 by end-2026 per major banks like Scotiabank and TD.Marc outlines FX products like spot transfers, limit orders for targeting rates (e.g., 1.43), forward contracts for businesses to lock in rates up to a year ahead, and multi-currency accounts for collecting US rents without high fees. He stresses partnering with a full-service firm for transparency, lower wire costs (often free via ACH/SEPA), and compliance help for cross-border wires. Savings comparisons from January 2025 data show banks like TD at 1.48 vs. Pulse FX near 1.43-1.44, equating to 2-3% savings—potentially $5,000 on $500,000. Updated November 2025 bank rates remain higher (e.g., TD ~1.42), underscoring ongoing value. This episode equips Canadian investors with strategies to optimize FX for US real estate, blending market insights with practical tools for wealth building.Key TakeawaysFX Career Path and Pulse FX Launch: Marc's international experience in Asia led to over 10 years in FX; he founded Pulse FX in 2024 for personalized, full-service currency solutions beyond online portals.Market Movers for CAD/USD: Watch politics (Trudeau's 2025 resignation, Trump's tariffs), interest rates (BoC at 2.25%, Fed at 3.75-4%), inflation, oil (~$61/bbl), and global conflicts; forecasts predict CAD strengthening to 1.33 by end-2026.Spot Transfers vs. Advanced Tools: Basic exchanges are convenient but costly; use limit orders for rate targets (no funds tied up) and forward contracts (business-only) to lock rates up to a year for predictable costs.Multi-Currency Accounts Benefit: Collect US rental income virtually without bank fees; automate conversions at optimal rates, saving on inbound wires and avoiding auto-exchange markups.Payment Options and Savings: Domestic transfers (ACH) often free vs. bank wires ($30-90); full-service partners like Pulse FX verify details, prepare docs, and save 1-3% overall—e.g., $15,000+ on $500,000 deals.Partner Value Over Banks: Banks charge more for consumers/small businesses; FX firms offer expertise, forecasts, and products like options for all clients, emphasizing timing and transparency for better outcomes.Links to Show ReferencesMarc Racette's Contact: Phone - (416) 848-1028; Email - marc.racette@pulsefx.com; Website - pulsefx.com; LinkedIn - Search for Marc Racette Pulse FXLendCity Mortgages (for Pre-Approvals): lendcity.caPulse FX Office: Contact via website for consultations in Toronto, Ontario

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Dmitri Bourchtein, CIO and Co-Founder of SHARE, a platform that simplifies US real estate investing for Canadians. Dmitri shares his journey from starting in the debt side of real estate after university to joining Starlight Investments, where he contributed to growing a portfolio from hundreds to nearly 20,000 units. He discusses overseeing over $7 billion in US residential real estate transactions through various funds and joint ventures, providing invaluable experience that shaped his approach to institutional asset management. This background led him to co-found SHARE in 2021 with Andrew Kim and Carmen Da Silva, aiming to democratize access to high-quality US single-family rental (SFR) investments for retail investors.Dmitri explains how SHARE sources properties, blending on-market listings with off-market opportunities from wholesalers, institutional owners, brokers, and builders. He highlights unique deals like leasebacks or subject-to-financing options, often at discounts, and emphasizes thorough due diligence, including third-party inspections, property manager scopes of work, and market validations for rents, taxes, and insurance. Scott notes real-world examples where SHARE's deals appraised above purchase prices, building instant equity for clients. As of November 2025, the US SFR market remains attractive for Canadians seeking diversification amid high Canadian prices, with strong demand in landlord-friendly states driven by population growth and job markets—trends that continue to support long-term appreciation and cash flow.The conversation covers why investors choose SHARE over DIY approaches: its end-to-end platform handles everything from investment planning and entity setup to acquisition, asset management, and reporting. Dmitri stresses technology-driven insights, exclusive networks, and educational support to avoid pitfalls like tax reassessments or underestimated expenses. This episode offers practical guidance for Canadians eyeing US properties, blending Dmitri's expertise with updated market realities for building wealth through passive real estate ownership.Key TakeawaysDmitri's Career Path: Started in Canadian private lending, then moved to Starlight Investments, overseeing $7 billion in US residential deals and growing a 20,000-unit portfolio before co-founding SHARE.Sourcing Off-Market Deals: SHARE accesses unique opportunities via wholesalers, institutions, brokers, and builders, including discounted properties, leasebacks, and subject-to-financing, often unavailable to individual investors.Due Diligence Process: Involves initial screenings, third-party inspections, property manager scopes for renovations, and validations on rents, taxes, and insurance to ensure informed decisions and mitigate risks.Built-In Equity Examples: Clients often see appraisals exceeding purchase prices, creating immediate value, as observed in financed deals through partners like LendCity.Benefits of SHARE Platform: End-to-end service covers planning, acquisitions, management, and refinancing; leverages technology, institutional tools, and education to outperform DIY investing.US Market Appeal for Canadians: Focus on landlord-friendly states with growth potential; avoid common pitfalls like tax reassessments by using data-driven underwriting.Getting Started: Create a free account on SHARE's site for an intro call with Dmitri or CEO Andrew Kim to explore personalized US investment strategies.Links to Show ReferencesSHARE Platform: sharesfr.comLendCity Mortgages (for Pre-Approvals): lendcity.caStarlight Investments (Dmitri's Previous Role): starlightinvest.com

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham shares a streamlined approach for Canadians and foreign investors to obtain an ITIN (Individual Taxpayer Identification Number) in as little as two hours to facilitate US real estate purchases. As the president of LendCity Mortgages, Scott explains how his company, which specializes in investor-focused financing across Canada, the US, and Mexico (with a recent soft launch there), addresses common hurdles for investors. Drawing from interactions with nearly 1,000 investors over the past year, he notes that 90-95% get stuck at the entity setup stage due to processing delays, complexity, or timing issues that could cause them to miss out on properties.Scott highlights the advantages of using an entity like an LLC over personal name purchases, including access to more lenders, better mortgage terms, and liability protection amid the litigious US environment. He cautions that personal name holdings may risk double taxation between the IRS and CRA, though he emphasizes consulting a tax professional for personalized advice, as individual situations vary. To overcome delays, LendCity pre-sets up entities using Scott's US citizenship for quick EIN acquisition, then assigns them to clients within two business hours—no magic, just proactive innovation. This service is free for LendCity mortgage clients, with only the accountant's competitive fee required; non-mortgage users pay a small additional fee. As of November 2025, standard IRS ITIN processing times are approximately 7 weeks (9-11 weeks during tax season), while foreign EIN applications via mail or fax take 4-6 weeks or more, confirming the value of this expedited option.The episode also covers building US credit, as most investor mortgages don't report to bureaus—Scott recommends US credit cards and banking products for better future rates. He stresses the importance of having the entity ready for pre-approvals and offers, with options to rename or transfer it based on the purchase state. For accuracy, note that while LLCs provide benefits, some tax experts warn they can lead to double taxation for Canadians due to CRA treating them as corporations, potentially limiting foreign tax credits; personal holdings often allow better flow-through with credits to avoid double tax. This practical guide empowers investors to act swiftly, blending LendCity's services with tips for long-term success in US real estate.Key TakeawaysEntity Setup Hurdles for Investors: 90-95% of Canadian investors stall at forming US entities due to 4-8 week delays, risking lost opportunities; LendCity's pre-setup inventory allows assignment in 2 business hours.ITIN vs. EIN Clarification: While the episode refers to quick ITIN assignment, the process likely involves instant EIN for pre-formed LLCs via a US resident, with ITIN needed later for personal tax filing—standard IRS times are 7-11 weeks for ITIN and 4-6 weeks for foreign EIN.Personal Name Risks: Buying in personal name may expose you to liabilities and potential double taxation (IRS and CRA), per professionals; always consult an accountant, as entertainment only.LLC Benefits: Entities like LLCs offer liability protection, access to more US lenders, and better mortgage terms; however, updated 2025 tax insights show LLCs might cause double taxation for Canadians due to CRA's corporate treatment—consider alternatives like LPs.No-Fee Service for Clients: Free for LendCity mortgage customers (just pay accountant); includes strategy sessions, renaming, and state transfers; non-clients pay a fair fee.Building US Credit: Investor mortgages typically don't report; use US credit cards and banking to establish a score for lower future rates.Broader LendCity Offerings: Specializes in US investment mortgages (fix-and-flips, rentals); expanding to Mexico; book a free strategy call to discuss goals.Links to Show ReferencesLendCity Mortgages (for Mortgages, Entity Setup, and Pre-Approvals): lendcity.caWisdom Lifestyle Money Show on Spotify: open.spotify.com/show/6bzUXElshqVweiYSPkhqGZWisdom Lifestyle Money Show on Apple Podcasts: podcasts.apple.com/us/podcast/the-wisdom-lifestyle-money-show/id1580165534Official Podcast Site: podcast.lendcity.caIRS ITIN Information: irs.gov/tin/itinIRS EIN Information: irs.gov/businesses/employer-identification-number

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Milena Cardinal, founder of Cardinal Law in Ontario, about optimizing corporate structures for real estate investments. Milena explains how leveraging shareholder relationships in corporations can simplify multifamily and development projects, highlighting the benefits of a single corporation for holding investments where investors own shares. She discusses balancing simplicity with drawbacks like lender requirements for qualifications and personal guarantees, drawing from her experience in creating tailored structures that minimize complexity while maximizing value.Scott and Milena dive into various structures, including general partner-limited partner (GP-LP) setups for larger deals requiring CMHC financing, joint ventures for collaborative projects, and transitions between structures during different project phases. They emphasize the importance of early consultations to align on financing options, as lenders vary in recourse levels—from full to none—and ownership thresholds for applications. As of November 2025, CMHC's MLI Select program continues to support multi-unit financing with updates to premiums and new low-interest loans for secondary suites, but structures must be chosen carefully to avoid disqualifying investors or limiting refinance opportunities.The conversation covers Milena's six-pillar approach to decision-making: tax minimization, liability protection, financeability, investor attractiveness, life and legacy goals, and cost. They share practical tips, like using bare trusts for quick purchases before transferring to corporations, and warn against common pitfalls such as mismatched advice from accountants and lawyers. This episode provides actionable strategies for investors aiming to build portfolios efficiently while protecting assets and ensuring long-term growth in Canada's evolving real estate market.Key TakeawaysSimplest Structures for Investments: Use a single corporation with shareholders for straightforward projects like land banking or cash purchases, offering ease and low costs, but evaluate lender demands for qualifications.GP-LP Advantages: Ideal for multifamily deals with CMHC financing to avoid personal guarantees; limits investor liability to their contribution while allowing tax flow-through, though more complex and costly.Joint Venture Flexibility: Combine with corporations for projects without down payments or to mimic GP-LP benefits; pros include shared management, but cons involve potential joint liability and need for clear agreements.Six Pillars for Structure Decisions: Balance tax savings, liability shields, financing ease, investor protection, legacy planning, and costs; collaborate with accountants, lawyers, and brokers for holistic advice.Financing Considerations 2025: CMHC MLI Select offers up to 50-year amortizations with updated premiums; bare trusts aid quick buys but require corporate transfers for refis to show income.Early Consultation Key: Meet experts before raising capital to secure funds in trust, comply with anti-money laundering rules, and pivot structures as needed for optimal outcomes.Exit and Legacy Strategies: One property per corporation eases sales via share transfers (no land transfer tax) and assumes existing mortgages, supporting long-term wealth building.Links to Show ReferencesMilena Cardinal's Contact: Email - info@cardinallaw.ca; Website - cardinallaw.ca; Instagram - @milena_cardinal; Office - 902 Second St. West, Cornwall, OntarioLendCity Mortgages (for Financing): lendcity.caCMHC Multi-Unit Financing Info: cmhc-schl.gc.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham, President of LendCity Mortgages, dives into strategies for qualifying for investment property mortgages in Canada and the USA without relying solely on personal income. He explains how investors can leverage the property's cash flow through Debt Coverage Ratio (DCR) programs in Canada and Debt Service Coverage Ratio (DSCR) loans in the USA. Drawing from his experience starting in banking and transitioning to specialized investor financing, Scott highlights how these options allow real estate investors to scale their portfolios beyond traditional lender caps, which often limit properties to 4-10. He emphasizes avoiding high-rate private equity loans by choosing lenders who focus on the asset's performance, enabling full-time investing without a 9-to-5 job.Scott breaks down key differences: In Canada, DCR applies to residential and commercial properties, including single-family homes (though harder) and mixed-use, with up to 80% loan-to-value (LTV) on purchases or refinances. However, a mortgage stress test—qualifying at least 2% above the contract rate or 5.25% (whichever is higher)—makes it tougher, and lenders may scale back LTV if cash flow is insufficient. In the USA, DSCR loans are more lenient with no stress test, interest-only options, and even 40-year terms to boost qualification. LTVs are typically 75% on purchases and 65-75% on cash-out refinances for foreign nationals (like Canadians), with some lenders allowing up to 80% on stabilized properties. He warns against over-relying on BRRRR strategies in the USA due to conservative LTVs for non-residents and notes that mixed-use properties may not qualify under DSCR.This episode is packed with practical advice for investors aiming to retire from traditional jobs and grow unlimited portfolios, as most DCR/DSCR lenders have minimal caps once debt is sold or switched. Scott stresses running upfront cash flow analyses—including rents, taxes, insurance, and HOA/condo fees—while factoring in Canadian expenses like vacancy and repairs (often using 50-75% of rents). For optimal rates, prioritize positive cash flow; otherwise, expect higher rates or reduced LTVs. Updated for 2025, with USA DSCR booming due to tech-driven closings and Canada maintaining strict stress tests amid stable markets, this guide helps avoid common pitfalls and build wealth through informed lending.Key TakeawaysQualify on Property Cash Flow: Use DCR in Canada or DSCR in USA to approve mortgages based on rental income covering debt, bypassing personal debt-to-income ratios and property caps from traditional lenders.Canada DCR Specifics: Up to 80% LTV on rentals/mixed-use; stress test at 2% above rate or 5.25%; single-family possible but prefer 2+ units; scale back LTV if no cash flow, including vacancy/repair factors.USA DSCR Advantages: No stress test; interest-only and 40-year terms available; 75% LTV purchase, 65-75% refinance for foreign nationals; easier qualification excluding vacancy costs, but mixed-use often ineligible.Avoid Private Equity Traps: Steer clear of high-rate private loans; consult experts for upfront analysis on rents, taxes, insurance, and fees, which vary by loan size/complexity/rush.Unlimited Portfolio Growth: Most lenders allow ongoing funding after debt sales (USA cap example: 15 deals); switch institutions in Canada if market overexposure hits.Investor Strategy Tips: Schedule strategy calls for custom numbers; focus on long-term cash flow for best rates; BRRRR less effective in USA due to conservative foreign LTVs.Links to Show ReferencesLendCity Mortgages (for Strategy Calls & Investor Financing): lendcity.caWisdom Lifestyle Money Show Host Contact: Email - scott@lendcity.ca; Website - lendcity.caFor USA & Canada Investment Mortgages: Visit LendCity offices in Windsor, Ontario or book online consultations

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham shares insights from his recent presentation at the WealthGenius EXPAND Investor Conference in November 2025, where over 1,100 tickets were sold. Drawing from his experience speaking to a large audience of investors, Scott emphasizes the importance of assembling the right team for real estate success. Using the analogy of not going to a dentist for braces—instead seeking an orthodontist—Scott highlights why investors should partner with specialists rather than generalists. He warns against blindly following referrals from friends or family, as they may not align with investment-specific needs like multifamily properties or international deals.Scott discusses common pitfalls, such as trusting unverified online experts who sell courses but lack real-world experience. He provides practical tips for vetting team members, including slowing down to conduct due diligence, asking pointed questions about their personal investing history, and distinguishing true experts from marketers. Highlighting his team at LendCity Mortgages, Scott showcases their expertise as active investors with backgrounds in development (reviewing over $1.25 billion in deals), U.S. property ownership (over 20 properties), multifamily rentals (managing 1,800+ tenants), student housing (hundreds of units), and property flipping. This investor-first approach ensures clients receive value beyond basic financing, helping avoid costly mistakes.As of November 2025, LendCity offers mortgage solutions across Canada, the USA (for investors), and Mexico (for both investors and homeowners), specializing in residential and commercial lending tailored to real estate strategies. Scott shares a real example of how his team's development expertise turned around a declined $10 million deal by better communicating project details to lenders. The episode encourages listeners to build portfolios wisely, book a strategy call with LendCity experts, and share the podcast to help others succeed in real estate investing.Key TakeawaysSpecialists Over Generalists: Just as you'd see an orthodontist for braces, choose real estate team members like realtors or lenders who specialize in investments, not just home buying, to avoid mismatches.Vet Referrals Carefully: Don't blindly trust friend or family recommendations; ensure they apply to your goals, such as multifamily or international properties, rather than standard residential needs.Slow Down for Due Diligence: Take a day or two to research potential partners—it's not detrimental to deals and prevents long-term mistakes in your portfolio.Ask the Right Questions: Inquire about a provider's personal experience, like "How many rental properties have you owned?" or "Have you used this strategy yourself?" to gauge true expertise.Distinguish Experts from Marketers: Verify if team members are active investors; for example, LendCity's agents have reviewed $1.25 billion in developments and managed 1,800+ tenants across multifamily and student rentals.Leverage Niche Experience: For U.S. or Mexico investing, work with teams like LendCity that own properties abroad and offer North American-wide lending to minimize fees and pitfalls.Book Targeted Strategy Calls: Select the right service (e.g., U.S. lending, commercial, development) when scheduling with investor-focused lenders to get matched with the ideal expert.Links to Show ReferencesLendCity Mortgages (for Strategy Calls and Pre-Approvals): lendcity.caWealthGenius EXPAND Investor Conference: wealthgenius.ai/expandWisdom Lifestyle Money Show Host Contact: Email - scott@lendcity.ca; Website - lendcity.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Andrew Kim, CEO and co-founder of SHARE, a real estate technology company specializing in US single-family rental (SFR) investments. Andrew shares his entrepreneurial journey, starting with tech startups and transitioning into real estate after discovering the advantages of the US market in 2011 while living in California. He discusses his early investments in Ontario, which were costly and low-yield, compared to the US where properties offered lower prices, higher returns, and professional property management. Motivated by the challenges of balancing family, business, and portfolio growth—especially during the 2020 pandemic—Andrew founded SHARE in 2021 to help busy investors, particularly Canadians, scale their US real estate holdings effortlessly through tech-driven asset management.Andrew explains how SHARE acts as an "asset manager" for retail investors, going beyond traditional property management by handling entity setup, tax strategies, financing, renovations, leasing, and ongoing portfolio optimization. He highlights common barriers for Canadians, such as uncertainty in choosing locations and navigating cross-border setups, and emphasizes landlord-friendly Sun Belt states for their tax benefits and economic growth. The conversation touches on the appeal of US SFR as a stable, predictable asset class with modest but consistent appreciation and rents, contrasting it with Canada's more volatile markets. Scott shares his own experiences investing in Maine's Section 8 hubs, underscoring the mental roadblocks Canadians face and how guided services like SHARE can overcome them.Recorded in December 2024, the episode also explores potential impacts of the incoming Trump administration, including proposed corporate tax cuts and pro-business policies. As of November 2025, the US federal corporate tax rate remains at 21%, with no implementation of the discussed 15% reduction. However, the administration's focus on deregulation and reshoring has boosted industrial real estate and investor confidence, though tariffs have slightly increased construction material costs. Overall, this episode provides actionable insights for Canadians eyeing US investments, blending personal stories with practical strategies for long-term wealth building in a resilient market.Key TakeawaysFrom Tech Entrepreneur to Real Estate Investor: Andrew Kim's background in tech startups led him to US SFR in 2011, where lower prices (one-third of Canadian equivalents) and double the returns after property management made it a no-brainer compared to Ontario BRRRR strategies.Why US Over Canada for Canadians: US markets offer cash flow after expenses, professional management, and stability; avoid choosing locations based solely on drive time—instead prioritize economic growth, job increases, and landlord-friendly states like those in the Sun Belt.Asset Manager vs. Property Manager: Property managers handle maintenance and rents, but asset managers like SHARE focus on portfolio growth, including tax alignment, entity setup, refinancing, and equity extraction to acquire more properties.Overcoming Common Hurdles: Key barriers include location uncertainty and entity/tax setup; SHARE provides education on risk-reward profiles (A-D class homes) and streamlined setups with cross-border CPAs for liability protection and lender compatibility.Impact of 2025 US Policies: Trump's pro-business stance has reduced regulations, benefiting investors, but the corporate tax rate stays at 21%; expect positive effects from reshoring, though tariffs may raise costs—US SFR remains resilient with steady appreciation.Tips for Stable Investing: View US SFR as the "most Canadian" asset—predictable, high-demand, and institution-backed; avoid expecting GTA-style rapid appreciation; focus on long-term hold for modest gains, conservative calculations, and autopilot growth.Links to Show ReferencesAndrew Kim's Contact: LinkedIn - ca.linkedin.com/in/andrewkim83; Website - sharesfr.com; Instagram - @sharesfrLendCity Mortgages (for Pre-Approvals): lendcity.caSHARE Office: Greater Toronto Area, Ontario for consultations

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham dives into the shifting investment landscape for Canadians, highlighting why many are turning to US real estate amid economic challenges at home. Drawing from charts shared on social media and Statistics Canada data, Scott explains how foreign direct investment has been flowing out of Canada since around 2015, with a significant uptick in outflows to the US by the end of 2023. He attributes this to factors like the recent capital gains tax inclusion rate increase effective June 25, 2024, which taxes two-thirds of gains over $250,000 for individuals and all gains for corporations, prompting investors to seek more favorable environments. Scott shares personal anecdotes, including his own experiences with tenant issues and rising mortgage rates, to illustrate how Canadian policies like rent controls and lengthy Landlord and Tenant Board backlogs—currently averaging 6-8 months—are deterring domestic investment.Transitioning to US opportunities, Scott contrasts Canada's restrictive lending and foreign buyer bans (extended until December 31, 2026) with the investor-friendly US market. He emphasizes easier eviction processes (typically 2-4 weeks), flexible rent adjustments, and lower property costs, where solid homes can start around $110,000 for mortgaged purchases. A key focus is on Debt Service Coverage Ratio (DSCR) loans, which qualify based on property cash flow rather than personal income, allowing up to 75% loan-to-value with rates as low as 6% in late 2025. Scott recommends markets like Ohio for cash flow (e.g., Cleveland and Columbus), Florida for Airbnb potential, and Texas for executive rentals via platforms like PadSplit. He also touches on using RRSPs for down payments through services like Seaport Credit and setting up US banking with institutions like Comerica Bank.As of November 2025, US real estate markets show resilience with median home prices around $428,700 nationally, up 4% year-over-year, driven by job growth in states like Texas. Scott urges diversification to mitigate risks from Canada's economic pressures, including population growth strains and policy hurdles. This episode provides actionable insights for Canadian investors eyeing US properties, blending data-driven analysis with practical tips for getting started, from entity setup to negotiating seller credits for better rates.Key TakeawaysInvestment Outflows from Canada: Since 2015, capital has increasingly left Canada for the US, accelerated by the 2024 capital gains tax hike taxing two-thirds of gains over $250,000 for individuals and all for corporations, per CRA guidelines.Landlord Challenges in Canada: Rent controls limit increases (e.g., from $1,400 to $1,460 over years despite market rents at $3,000), while 6-8 month Landlord and Tenant Board delays hinder evictions or sales, unlike swift 2-4 week processes in the US.US Lending Advantages: DSCR loans focus on property cash flow (minimum 1.0 ratio) over personal income, with 25-30% down payments, rates from 6-8.5%, and no need for US credit or jobs—reserves of 3-12 months often required.Market Recommendations: Target Ohio (Cleveland/Columbus) for low-cost cash flow properties; Florida for lifestyle/Airbnb rentals; Texas for mid-term executive leases via PadSplit, amid strong job growth and population influx.Practical Setup Tips: Use Comerica Bank for free US accounts without a US address; leverage RRSPs via Seaport Credit (net worth-dependent); request up to 5% seller credits to buy down rates, saving more than price reductions.Diversification Benefits: US markets offer lower entry costs (e.g., $110,000+ for mortgaged homes), Section 8 government-backed rents, and growth potential, with national median prices at $428,700 in Q3 2025, up 4% YoY.Links to Show ReferencesLendCity Mortgages (for US Lending & Strategy Calls): lendcity.caStatistics Canada Net International Investment Data: www150.statcan.gc.caSeaport Credit (for RRSP US Investments): seaportcredit.comComerica Bank (US Banking for Canadians): comerica.com

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Milena Cardinal, a real estate lawyer and founder of Cardinal Law Professional Corporation in Cornwall, Ontario. They dive into the essentials of bare trusts and GPLP (General Partner Limited Partner) structures, explaining how these tools help real estate investors navigate complex partnerships. Milena breaks down bare trusts as simple agreements that separate registered and beneficial ownership, often used in joint ventures or family setups to protect assets while allowing flexibility in financing. Scott shares insights on how bare trusts enable clients to access more lenders by closing deals in personal names before transferring to entities, emphasizing the importance of working with investor-focused professionals to avoid pitfalls.Transitioning to GPLPs, the duo discusses limited partnerships as a way to limit liability for passive investors while placing responsibility on the general partner. Milena highlights real-world applications, such as using nominee corporations to hold properties in trust for the partnership, and stresses vetting general partners thoroughly to mitigate risks like poor project management or unqualified leadership. They explore financing challenges, with Scott noting that residential mortgages often require all parties to qualify, while commercial options—available even for single-family homes—welcome GPLP structures but may involve higher rates (e.g., 5.29% vs. 4.89% in recent examples) and fees. As of November 2025, Ontario's real estate market remains stable amid economic shifts, with no major regulatory changes to GPLP setups reported, though investors should consult updated CRA guidelines on trusts for tax implications.The episode offers practical advice for scaling investments, from deciding when a GPLP makes sense (typically for large multifamily or development projects) to setup timelines (often 2-3 weeks for documentation, plus lender approval). Milena warns against overly complex agreements that deter investors and recommends pre-vetting documents for smoother capital raising. Scott and Milena underscore the value of collaborative teams—lawyers, brokers, and accountants—to de-risk deals and ensure long-term success in Ontario's competitive market.Key TakeawaysBare Trusts Explained: Simple contracts separating registered and beneficial ownership, ideal for joint ventures or family partnerships to enable flexible financing without full entity setup upfront.GPLP Basics and Benefits: Limited partnerships protect passive investors (LPs) from liability while the general partner (GP) handles management; best for shielding capital providers in high-stakes projects.Investor Risks to Avoid: Poor documentation, unvetted GPs, or mismatched structures can lead to liability exposure or project failure; always use investor-specialized lawyers to simplify agreements and pre-vet for passive partners.Financing Residential vs. Commercial: Residential requires all parties to qualify, limiting options; commercial underwriting focuses on property cash flow (e.g., debt coverage ratios), welcoming GPLPs but with potential 0.5% higher rates and fees as seen in 2025.When to Use GPLP Structures: Suited for large developments or multifamily properties raising significant equity; not ideal for small deals like duplexes—opt for JVs or corporations instead for cost efficiency.Setup and Mindset Tips: Expect 2-3 weeks for GPLP creation, including GP corporations and subscriptions; foster collaboration among your team to streamline processes and adapt to investor needs for successful outcomes.Links to Show ReferencesMilena Cardinal's Contact: Phone - (613) 935-5919; Email - info@cardinallaw.ca; Website - cardinallaw.ca; Facebook - facebook.com/CardinallawLendCity Mortgages (for Financing Guidance): lendcity.caCardinal Law Office: Visit at 217 Adolphus St., Cornwall, Ontario for consultations

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Glen Sutherland, a seasoned Canadian real estate investor specializing in US properties. Glen shares his transition from investing solely in Canada to expanding into the United States, driven by limitations in Canadian lending and the desire for more scalable opportunities. Starting in 2016, he began with turnkey properties in Alabama but quickly learned the importance of strategic financing and value-add approaches. He discusses overcoming initial challenges like maxing out on Canadian bank loans and managing properties hands-on, which led him to seek out US markets for better leverage and professional management. Glen emphasizes creative strategies like seller financing, subject-to deals, and lease options that are more feasible in the US, allowing investors to grow portfolios without depleting cash reserves.Glen highlights key differences between Canadian and US real estate, including easier evictions in certain states, tax advantages, and the ability to refinance for expansion. He warns against common pitfalls for Canadians, such as personal liability when using big Canadian banks for US loans, which can expose assets to lawsuits in the litigious US environment. Instead, he advocates for corporate structures to mitigate risks like double taxation under FIRPTA and FAPI rules. Drawing from his experience, Glen advises on building teams, analyzing deals with tools like breakeven calculators for rate buy-downs, and focusing on markets with growth potential. As of November 2025, with US interest rates stabilizing post-2024 highs and inventory increasing in many areas, he notes opportunities for negotiated deals amid slower market pace.Now a coach and podcast host, Glen offers programs to guide Canadians through entity setup, financing, and acquisition strategies, including discounts on legal services. This episode provides actionable insights for cross-border investors, blending personal anecdotes with practical advice to minimize mistakes and maximize returns. Whether you're a beginner or seasoned investor, Glen's story underscores the benefits of US real estate for diversification and wealth building, with tips on leveraging experts like LendCity for seamless financing.Key TakeawaysOvercoming Canadian Lending Limits: Maxed out on traditional bank loans after 4-6 properties; switched to US for better leverage and scalability without hands-on management.Strategic US Purchases: Avoid turnkey buys at market value; focus on value-add, discounts, or creative financing like seller credits and rate buy-downs to improve cash flow and enable portfolio growth.Creative Deal Structures: Utilize US-specific strategies such as subject-to mortgages, contract for deed, lease options, short sales, and tax deeds for low-money-down opportunities.Risk Management for Canadians: Set up corporate entities to avoid personal liability, double taxation (FIRPTA/FAPI), and lawsuits; compare US vs. Canadian financing for optimal rates.Breakeven Analysis Tools: Use calculators to evaluate rate buy-downs and hold periods, ensuring decisions align with investment timelines for maximum efficiency.Coaching and Resources: Join programs for deal analysis, team building, and mistake avoidance; access discounts on attorneys and one-on-one guidance for confident cross-border investing.Links to Show ReferencesGlen Sutherland's Website: acanadianinvestingintheusa.comGlen's Podcast - A Canadian Investing in the U.S.: Apple Podcasts or SpotifyFacebook Group - A Canadian Investing in the USA: facebook.com/groups/canadianinvestingintheusaLendCity Mortgages (for Pre-Approvals and Cross-Border Financing): lendcity.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Jonathan Faerman, founder of Investium, a platform designed to connect real estate investors for joint ventures. Jonathan shares his journey starting with a condo purchase in downtown Montreal, which he later rented out and sold for profit. Seeking to scale into multifamily properties, he faced challenges in finding partners, leading to the creation of Investium. Drawing from his experience meeting his wife online, Jonathan built the platform to facilitate long-term investment relationships, emphasizing privacy, ease of use, and community building without financial barriers.Scott recounts his own success using Investium, posting a multifamily deal in the US and quickly attracting investor interest, though the deal stalled due to an overpriced seller. Jonathan highlights the platform's features, including private investment groups for secure deal sharing, two-factor authentication, government ID verification for trust, and chat functions to foster connections. As a free web app, Investium lowers entry barriers, allowing users to expand beyond local markets—like Jonathan prospecting outside Montreal with new partners. The discussion touches on the platform's advantages over social media groups, such as higher-quality users and investment-specific profiles to match preferences efficiently.Looking ahead, Jonathan envisions adding tools for building investment teams, sourcing deals, and partnership agreements to further support users. Both emphasize the importance of vetting opportunities and starting simple conversations to spark collaborations. This episode provides actionable insights for aspiring investors in Canada and beyond, blending personal stories with practical tips on leveraging technology for real estate success in 2025's evolving market.Key TakeawaysFrom Condo Owner to Platform Founder: Jonathan Faerman began with a Montreal condo investment, rented it out, sold for profit, and created Investium to connect partners for scaling into multifamily properties.Investium's Core Features: Free web app with private groups for secure deal sharing, 2FA and ID verification for privacy, and investment profiles to match users by preferences like location and property type.Overcoming Partnership Challenges: Users can expand reach beyond local markets, as Jonathan did prospecting outside Montreal, avoiding time-wasting mismatches common on social media.Scott's Real-World Test: Posted a US multifamily deal on Investium, drew quick interest, highlighting its effectiveness for attracting investors despite market hurdles like overpricing.Future Enhancements: Plans include team-building tools, deal sourcing to create shortlists of vetted opportunities, and resources for partnership agreements to simplify joint ventures.Getting Started Advice: Lower barriers by simply saying "hi" in groups or chats—excitement builds quickly, turning connections into real estate collaborations.Quality Over Quantity: Investium prioritizes authentic users over spammy platforms, ensuring focused interactions for serious investors.Links to Show ReferencesInvestium Platform: investium.aiJonathan Faerman's LinkedIn: linkedin.com/in/jonathan-faermanLendCity Mortgages (for Pre-Approvals): lendcity.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham dives into LendCity's US lending options for Canadians and other foreign buyers interested in American investment properties. As a one-stop shop for residential and commercial lending in both Canada and the US, LendCity simplifies cross-border investing by offering competitive financing without requiring a US visa, partner, or income verification—focusing instead on the property's cash flow. Scott shares real-world examples, including a $4.65 million office purchase in Ohio financed at 7% over 25 years, an 8-unit property with rates dropping to 6.375%, and a Florida condo Airbnb deal. He emphasizes benefits like lower fees for multi-country clients, easy equity access, and guidance from a team of experienced investors.Scott breaks down the financing process, highlighting 30- or 40-year terms, interest-only options, and mortgages open after 3-5 years with no penalties. Key strategies include using seller credits to buy down rates—potentially saving hundreds monthly over reducing the purchase price—and targeting a debt coverage ratio above 1.25 for optimal terms. Down payments start at 25-30%, with minimum loans of $75,000-$100,000, and properties must avoid major deferred maintenance for buy-and-hold deals (flipping products handle renovations). He also covers new offerings like fix-and-flip loans, lines of credit for experienced investors, and portfolio blanket mortgages for scaling up to dozens of properties.As of November 2025, US real estate remains attractive for foreign investors, with hottest markets including Florida, Texas, and Ohio per LendCity's client trends—aligning with broader data showing strong ROI in areas like Dallas, Jacksonville, and San Antonio amid population growth and economic stability. Current mortgage rates for foreign nationals typically range from 7.14% to 7.64%, though buy-downs and lender shopping can secure lower effective rates as seen in recent deals. Scott recommends setting up a US entity for tax and liability benefits, opening a bank account, and choosing between done-for-you services like SHARE or DIY approaches. This episode equips aspiring investors with practical steps to expand portfolios south of the border.Key TakeawaysCross-Border Lending Benefits: LendCity offers residential and commercial financing in Canada and the US, reducing fees for multi-country clients, simplifying equity access, and providing investor-focused guidance without needing US income or partners.Financing Simplicity for Foreigners: No US visa required; qualification based on property income with 30-40 year terms, interest-only options, and open mortgages after 3-5 years—rates as low as 6.375% with buy-downs, though current foreign national averages are 7.14-7.64% in November 2025.Seller Credit Strategy: Use seller concessions to buy down rates or cover fees instead of lowering purchase price, saving significantly on monthly payments (e.g., 1% rate reduction saves $100-150/month) and long-term interest.Down Payment and Property Guidelines: 25-30% down required, minimum loans $75,000; suitable for 1-8 units, avoiding deferred maintenance for buy-and-hold—flipping loans available for renovations.Investment Process Steps: Set up US entity for tax advantages, open bank account, choose done-for-you (e.g., SHARE for turnkey rentals) or DIY path, then finance and close with LendCity's support.New Products and Markets: Access fix-and-flips, credit lines up to 3-4x project value, and portfolio loans; hottest 2025 markets include Florida, Texas, Ohio, with emerging spots like Dallas and Jacksonville for high ROI.Investor Resources: Join free Investors Hub for webinars, off-market deals, and networking; book strategy calls for personalized advice on US investing.Links to Show ReferencesLendCity Mortgages (for US and Canadian Lending): lendcity.caBook a Free Strategy Call: lendcity.ca/contactSHARE (Turnkey Real Estate Investing): sharesfr.com

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Alex Ciotoli, an investment-focused realtor in Windsor, Ontario, now with RE/MAX Preferred Realty Ltd. Alex shares his unique background, born and raised in Windsor to immigrant parents who built a successful structural steel business. He discusses growing up in the family enterprise, learning project management, takeoffs, and quotes from a young age—skills that seamlessly translated to his real estate career after attending law school in Michigan and working abroad. Emphasizing his "Esquire Realtor" branding, Alex highlights the importance of elite service, prompt responses, and client-focused analytics, drawing from his experience in big business and international ventures.Transitioning to Windsor's dynamic real estate market, Alex describes the area as the "hottest in Canada" amid explosive growth driven by major infrastructure. He covers opportunities for investors, from entry-level single-family conversions to commercial and industrial deals, stressing due diligence, zoning compliance for ADUs, and realistic cap rates around 10% for GTA investors. With interest rates influencing buyer behavior, Alex advises jumping in now to avoid future bidding wars. As of November 2025, Windsor's market remains stable with average home prices hovering between $550,000 and $600,000 for nearly two years, showing slight declines but poised for growth from projects like the NextStar Energy battery plant, which began mass production this month focused on energy storage systems rather than EV batteries.Alex debunks slowdown fears, pointing to population influxes and economic drivers like the Gordie Howe International Bridge, new mega hospital, Amazon facility, and Banwell Road interchange improvements. Projections indicate Southwestern Ontario's population will grow 31% from 2024 to 2051, fueled by immigration and industrial expansion. For out-of-town investors, he recommends partnering with vetted professionals like LendCity for pre-approvals and groups. This episode blends personal anecdotes with practical tips, offering updated insights for building wealth in Ontario's evolving landscape.Key TakeawaysFamily Business Roots in Steel: Alex's early experience with takeoffs, quotes, and project management in his parents' structural steel company—handling contracts for Becker's and Mac's Milk—built essential skills for real estate investing and pricing analytics.Esquire Realtor Approach: Focus on elite, client-centered service with prompt, accurate responses; emphasizes communication, body language reading, and tailoring strategies for different investor levels, from beginners to commercial pros.Windsor Market Stability 2025: Prices steady at $550,000–$600,000 amid slight declines; growth expected from infrastructure like the NextStar Energy plant (now producing energy storage batteries), Gordie Howe Bridge, mega hospital, and Amazon—avoid waiting for rate drops to prevent bidding wars.Investor Due Diligence Tips: Vet realtors and brokers thoroughly; for out-of-town buyers, join investment groups via LendCity; ensure proper zoning for ADU conversions and plan for contingencies like repairs to achieve 10% cap rates.Growth Drivers in Southwestern Ontario: 31% population increase projected by 2051 due to immigration; explosive industrial and commercial development creates housing demand, with new Canadians boosting local economy through spending and jobs.Long-Term Winning Mindset: Prioritize realistic goals, exit strategies, and cash flow; Alex stresses "winning" over learning from losses, using his global business experience to deliver value and build lasting client relationships.Links to Show ReferencesAlex Ciotoli's Contact: Phone - (226) 350-5165; Website - remax-preferred.ca/agents/1580901/Alexander+Ciotoli; Instagram - @alexanderciotoliLendCity Mortgages (for Pre-Approvals): lendcity.caRE/MAX Preferred Realty Ltd. Office: 6505 Tecumseh Road East, Windsor, Ontario for in-person consultations

In this episode of the Wisdom Lifestyle Money Show, host Gillian Irving interviews Evan Ungar, a real estate entrepreneur, Guinness World Record holder, and author of the Amazon bestselling book Make the Decision: From Goal Setting to Goal Getting. Evan shares his remarkable background, from breaking two Guinness World Records for the highest standing box jump (63.5 inches) and highest one-leg box jump, to transitioning into real estate development and consulting. He discusses how his athletic achievements inspired his goal-setting philosophy, emphasizing the importance of specific targets, deep-rooted "whys," and consistent reminders to achieve success in any area of life, including health, finances, relationships, and hobbies.Evan dives into his work with Tuk Capital, an overarching brand that includes vertically integrated companies like Tuk Developments, Choice Renovations Canada, and Liso, focused on real estate acquisitions, renovations, and optimizations. He explains how they pivoted properties from flips to Airbnbs and then to luxury student rentals in areas like Hamilton and St. Catharines, Ontario, achieving premium rents up to $1,000 per room for single occupancy. Despite challenges in Ontario's landlord-tenant laws, Evan highlights the province's strong appreciation and economic growth, advising investors to build strong teams—including paralegals, accountants, realtors, and contractors—to navigate issues effectively.The conversation offers practical advice for real estate investors at all levels, from beginners optimizing single properties to scaling portfolios through multi-unit conversions and regular NOI reviews. Evan stresses the value of education, adaptability, and reflection to ensure goals align with evolving life priorities. As of November 2025, Ontario's real estate market continues to show resilience with steady appreciation in southern regions like Niagara and Hamilton, driven by population growth and infrastructure developments, making it a viable option for informed investors despite regulatory hurdles.Key TakeawaysGuinness World Records and Inspiration: Evan Ungar's records for highest standing box jump (63.5 inches) and one-leg jump stemmed from a gym challenge, training for nearly a year, and directly influenced his book on turning goal setting into achievement.Goal-Setting Fundamentals: Create specific, emotionally anchored goals with deep "whys" (e.g., family time or retiring parents), break them down into daily actions, and use reminders like bracelets or goal cards to stay focused amid obstacles.Real Estate Challenges in Ontario: Despite tenant-favoring laws, Ontario offers high appreciation; build an "A-team" of experts and educate yourself to avoid surprises like non-paying tenants or high utility costs.Optimizing Properties for Profit: Pivot strategies like converting single-family homes to multi-units, adding amenities (e.g., laundry, parking), or creating luxury student rentals in Hamilton to double rents and attract reliable tenants.Team Building and Delegation: Surround yourself with specialists better than you (e.g., contractors for renovations); use "who not how" to delegate, set boundaries, and scale from first-time buyers to publicly traded company acquisitions.Reflection and Adaptation: Regularly review goals weekly, monthly, and annually to ensure they evolve with life changes; chunk down big hairy audacious goals (BHAGs) into actionable steps for sustainable success.Links to Show ReferencesEvan Ungar's Contact: Email - evan@tukcapital.com; Instagram - @evanungarEvan Ungar's Book: Make the Decision: From Goal Setting to Goal Getting on AmazonLendCity Mortgages: lendcity.caTuk Capital: For consulting and real estate services, reach out via email above

In this episode of the Wisdom Lifestyle Money Show, host Gillian Irving interviews Monika Jazyk, a seasoned real estate investor and co-owner of RPI Education. Monika shares her background as a former teacher with a master's degree, mother of four, and how she transitioned into full-time investing over 14 years ago. Starting with buy-rent-hold properties in Northern Ontario, she and her husband built a portfolio that allowed her to stay home with her family while generating income. Monika discusses the challenges of distant markets like Timmins and Sudbury, including high vacancies, unreliable teams, and lack of appreciation, leading them to sell off those assets during the pandemic and pivot to higher-growth areas like Toronto, Markham, and Calgary.Monika explains the strategic shift to A-plus markets with strong economic fundamentals, emphasizing the BRRRR strategy (buy, rehab, rent, refinance, repeat) for creating value. She highlights the pitfalls of chasing high cap rates in low-growth areas and advises focusing on natural appreciation in stable regions. As of November 2025, Ontario's real estate faces ongoing tenant issues and tax increases, prompting many investors to explore Alberta and the US. Monika debunks fears around US investing, stressing the importance of on-site teams, personal visits, and partnering with locals who have proven portfolios.The conversation dives into US opportunities, including Atlanta (cash-flow neutral but expensive), Ocala in Marion County, Florida (booming with 4% annual growth, adding over 15,000 residents yearly, and major employers like Amazon, FedEx, and Chewy creating 30,000+ jobs), Houston in Texas for development and short-term rentals, Phoenix for student rentals and expansions, and even Los Angeles for value-add deals. Monika addresses Florida insurance concerns, noting rates have risen up to 40% in coastal areas due to hurricanes, but inland Ocala remains affordable at around $800 per property annually with block construction. She shares returns from a recent Ocala build project—66% ROI on forced appreciation, dropping to 36% for long-term holds with $400 monthly cash flow—urging investors to factor in all costs and view real estate as a long-term wealth builder. RPI Education helps vet teams and offers coaching for strategies from single-family rentals to syndications.Key TakeawaysPivot from Problematic Markets: Sold Northern Ontario properties due to high vacancies, unreliable management, and flat appreciation; shifted to high-growth areas like Toronto and Calgary for better control and returns.US Investing Essentials: Partner with local teams who live in the market and have successful portfolios; personally visit properties to avoid remote pitfalls, as seen in Monika's Atlanta client experience.Ocala, Florida Opportunities: Focus on inland areas with strong fundamentals—4% population growth in 2024, over 30,000 new jobs from logistics giants like Amazon and Chewy—yielding 36% ROI on buy-rent-hold with low insurance costs around $800 annually.Insurance and Risk Management: Avoid hurricane-prone coastal Florida; use block construction for durability; factor potential non-paying tenants or rate hikes (up 40% in some areas) into spreadsheets for realistic projections.Development Returns: Preconstruction builds in Ocala offered 66% ROI despite delays from hurricanes and permitting; long-term holds provide $400 monthly cash flow, emphasizing forced appreciation over immediate cash cows.RPI Education Role: Offers vetted teams in Atlanta, Ocala, Houston, Phoenix, and LA; provides coaching for active or passive investing, from single-family to multifamily syndications, helping bridge the wealth gap.Links to Show ReferencesMonika Jazyk's Contact: Email - info@rpinvestments.ca; Website - rpieducation.comLendCity Mortgages (for US and Canadian Financing): lendcity.caRPI Education Community: Sign up for newsletters and webinars at rpieducation.com

In this episode of the Wisdom Lifestyle Money Show, host Gillian Irving, a mortgage agent with LendCity Mortgages, interviews Michael Matthew, a Chartered Professional Accountant with over 30 years of experience. Michael shares his expertise on helping Canadians navigate US real estate investments, drawing from his background in business consulting and his own experiences as a landlord. The discussion focuses on the essential steps for setting up corporate structures to avoid double taxation, ensure liability protection, and optimize financing options. Gillian highlights LendCity's new program for foreign nationals seeking US mortgages, emphasizing the surge in interest due to Ontario's challenging landlord-tenant environment.Michael introduces his "Triple C" structure for investors aiming to build long-term cash flow: a Canadian numbered corporation owning a Wyoming C corporation, which in turn owns state-specific LLCs for property holdings. He explains why Wyoming is ideal for C corps, citing no state income tax, low fees, strong privacy protections, and asset safeguards through charging orders. For LLCs, he advises registering in the property's state or as a foreign entity if expanding, with minor fees of $100-300. The conversation covers common pitfalls like buying in personal names, which can trigger capital gains taxes upon transfer, and the importance of obtaining an EIN early to avoid delays in banking and closings. As of November 2025, US corporate tax remains at 21%, with no major changes affecting this setup, though proposed bills like Section 899 could impact withholding taxes if enacted—Michael stresses consulting professionals for updates.The episode offers practical advice for beginners, including evaluating landlord-friendly states like Texas (quick evictions in 3 weeks), Florida, Georgia, Ohio, Arizona, North Carolina, and Indiana to minimize risks. Michael warns against tenant-favoring states like California or New York, drawing parallels to Ontario's frustrations. He recommends balancing education with action, securing good insurance (noting vacancies over 30 days void coverage), and using bookkeepers for scalability. This insightful talk equips Canadian investors with strategies to scale portfolios efficiently while leveraging LendCity's financing support for US properties starting in the $200,000 range.Key TakeawaysTriple C Structure for Tax Efficiency: Use a Canadian corp owning a Wyoming C corp (no state tax, low fees, privacy) that holds LLCs for properties to avoid double taxation and match tax credits between CRA and IRS.LLC Setup and Expansion: Register LLCs in the property state; use one per $500,000-$1,000,000 in assets for liability protection—expand to other states via foreign registration for $100-300 fees.Avoid Personal Purchases: Buying US properties personally risks capital gains taxes on transfers to entities; always use corporations for rentals to limit exposure.EIN and Banking Essentials: Apply for an EIN early (2-4 weeks normally, up to months in peak seasons) to open US bank accounts—IRS won't reissue lost documents easily.Landlord-Friendly States in 2025: Prioritize Texas, Florida, Georgia, Ohio, Arizona, North Carolina, and Indiana for quick evictions and investor protections; avoid tenant-biased areas like California or New York.Insurance and Risk Management: Secure extended vacancy coverage (beyond 30 days); separate properties in LLCs to isolate issues, and factor in US litigation risks.Beginner Tips: Get educated but take action; focus on cash-flowing deals in the $200,000 range, use bookkeepers for scalability, and consult experts like Michael for setups.Links to Show ReferencesMichael Matthew's Contact: Email - michael@askmichael.ca; Website - askmichael.caLendCity Mortgages (for US Financing): lendcity.ca; Email - gillian@lendcity.caIRS EIN Information: irs.gov

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Ryan Poole, owner of RealTrade and a seasoned realtor specializing in South Florida properties. Ryan shares his journey from growing up in northern Minnesota, where harsh winters and personal loss prompted his move south over 25 years ago, to building a thriving real estate career. Influenced by a mentor's advice, he got his license early and focused on new construction and investments, eventually settling in West Palm Beach. He highlights the area's appeal for investors, including its elevation reducing flood risks compared to other Florida regions, and easy access to insurance. Ryan also debunks flooding myths, noting West Palm's ridge topography and coral bedrock aid drainage, with no major hurricanes since the 1920s.Ryan dives into real estate opportunities, showcasing examples like a Lake Worth Beach four-unit multifamily property purchased for $830,000 yielding 11% cash-on-cash returns, and short-term rental condos in downtown West Palm achieving 8-13% returns. He emphasizes Florida's advantages for Canadians: no state income tax, flexible rent adjustments, strong appreciation (8-9% last year per recent data), and a booming rental market with nearly 1,000 daily migrants. As of November 2025, West Palm Beach's median home price hovers around $450,000, up slightly amid infrastructure growth like the Brightline train connecting to Orlando. Ryan introduces RealTrade, his free platform integrating property searches with social networking for agents, lenders like LendCity, and service providers.The discussion covers investor strategies, from multifamily holds for long-term wealth to hybrid short-term rentals allowing personal use. Ryan stresses the "return on life" (ROL) alongside ROI, encouraging Canadians to escape rent controls and high rates back home. With eviction processes taking just 2 months max and no annual rent caps, Florida offers stability. This episode provides actionable insights for cross-border investing, blending personal anecdotes with 2025 market updates for aspiring buyers seeking sunny, profitable opportunities.Key TakeawaysMinnesota Roots to Florida Move: Ryan's shift from harsh winters and personal tragedy to South Florida's vibrant lifestyle, inspired by fishing, outdoors, and a mentor's real estate advice.Flooding and Insurance in West Palm: Area's higher elevation (20-40 feet) minimizes risks; insurance readily available, unlike flood-prone zones, with no major hurricanes since 1920s.Multifamily Investment Example: $830,000 Lake Worth four-unit yields $105,000 annual rent, 11% cash-on-cash return after expenses, utilities billed to tenants.Short-Term Rental Opportunities: Downtown West Palm condos at $445,000 average $199/night at 85% occupancy, offering 8-13% returns; allows personal use for "return on life."Why Canadians Invest in Florida: No state income tax, flexible rents (no 3% cap), 8-9% appreciation in 2025, strong demand from 1,000 daily migrants, and easy evictions (2 months max).RealTrade Platform Benefits: Free for buyers/sellers; integrates MLS listings, social feed, and pros like lenders (LendCity), attorneys; most accurate, up-to-date data without lead selling.Property Management Insights: Rates 10-18% based on rental type; full-service for short-terms handles bookings/cleanings; long-terms need less oversight due to tight market.New Construction and Networking: Preconstruction projects listed; build teams via RealTrade for contractors, inspectors; start small for wealth building and lifestyle gains.Links to Show ReferencesRyan Poole's Contact: Phone - (561) 222-0277; Email - ryan@realtrade.io; Website - realtrade.io; Follow on RealTrade platformLendCity Mortgages (for Canadian Investors): lendcity.caBrightline Train Service: gobrightline.com for West Palm to Orlando connections

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Jeffrey Woods, a seasoned real estate investor who has been full-time in the industry since 1998. Jeffrey shares his origins as a struggling college student in Ontario, Canada, saving up to purchase his first distressed property—a bank power of sale in Hamilton. He discusses early successes renting rooms to students for positive cash flow, followed by hard lessons from a problematic second property involving bad tenants, fire code issues, and landlord-tenant board challenges. Emphasizing the importance of education and mentorship, Jeffrey explains how he scaled his portfolio beyond 150 doors in the Hamilton and Niagara regions through strategies like the BRRRR method, joint ventures, and private lending.Transitioning from single-family homes to multifamily and commercial deals, Jeffrey highlights the role of partnerships in rapid growth, achieving his goal of 100 units in under six years. He candidly addresses challenges like vetting partners, managing contractors, and navigating tenant issues, stressing clear communication and alignment on long-term holds. As Canadian real estate faces hurdles like rising costs, rent controls, and lengthy evictions (often 8-18 months in Ontario), Jeffrey pivots to international opportunities. He details his move to the Dominican Republic in 2021 for a semi-retired lifestyle, appreciating its beaches, culture, and affordability, though noting limited scalability for large portfolios compared to the US.Now focusing on landlord-friendly US markets, Jeffrey targets North Carolina (especially Charlotte) and Atlanta, Georgia, for their economic growth, stable climates, and investor advantages like 30-year fixed mortgages, no rent caps, and quick evictions (often under 30 days). As of November 2025, Charlotte's housing market shows balance with median home prices around $394,339 (down 1.4% year-over-year) and active listings up 24% to about 4,800, the healthiest supply in nearly a decade. Atlanta's market reflects a buyer's shift with median prices at $400,000 (down 3.6%) and homes lingering 82 days on average. In the Dominican Republic, 2025 projections anticipate 12 million tourists, boosting rental opportunities, though the market suits lifestyle investors more than aggressive scalers. This episode delivers actionable insights for building wealth through real estate, blending personal anecdotes with strategic advice for aspiring investors.Key TakeawaysEarly Lessons in Investing: Starting as a broke college student, Jeffrey bought a distressed property in 1998, learned from mistakes like poor location and tenants, and emphasized education to scale successfully.Scaling with Joint Ventures: Partnered with high-income earners for capital, using BRRRR and private funds to exceed 150 units in Hamilton-Niagara, achieving 100-unit goal in under six years.Vetting Partners Effectively: Stress on aligning visions, thorough documentation via lawyers, and open communication to avoid pitfalls in long-term multifamily holds.Challenges in Canadian Market: Rising rates quadrupled mortgage costs, rent controls limit increases (per Ontario guidelines), and evictions take 8-18 months, leading to significant losses.US Advantages for Investors: Landlord-friendly states like North Carolina and Georgia offer 30-40 year fixed mortgages, no rent caps, quick evictions (<30 days), and tax-deferred 1031 exchanges.Charlotte & Atlanta Updates 2025: Charlotte median prices at ~$394,339 (down 1.4%), with balanced inventory; Atlanta at $400,000 (down 3.6%), favoring buyers amid lower competition.Dominican Republic Lifestyle: Moved in 2021 for tropical appeal and easy foreign investment, but sees better portfolio growth in US; 2025 tourism boom (12M visitors) enhances rental potential.Mindset for Success: Invest in education first, plan for rate hikes, focus on cash flow via interest-only options, and build networks for cross-border opportunities.Links to Show ReferencesJeffrey Woods' Website: jefferywoods.comWoods and Mazzulla Properties (Coaching & Services): wamproperties.comLendCity Mortgages (for Pre-Approvals and US Financing): lendcity.ca