All Episodes

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

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Nick Messina, a realtor from Team Goran at RE/MAX Care Realty in Windsor, Ontario, and Kass Dipasquale, founder and principal designer at Kass Design Studio in LaSalle, Ontario. The discussion dives into common pitfalls real estate investors face during renovations, such as personalizing spaces too much with unique colors or layouts that limit appeal. They emphasize keeping designs neutral and modern to attract broader buyers, while sharing strategies to maximize resale value without overspending. From avoiding emotional decisions to focusing on high-ROI updates like kitchens and bathrooms, the guests provide practical advice tailored for busy investors looking to flip or rent properties efficiently.Drawing from real-world experiences, Nick and Kass highlight cost-saving tips, including using affordable materials like luxury vinyl plank flooring instead of hardwood, and simple refreshes such as repainting cabinets or adding backsplashes for big visual impact. They stress the importance of planning with visuals like mood boards on Canva or Pinterest, consulting professionals early, and calculating returns before starting work. For sellers, the duo recommends light fixtures, vanities, and staging with plants to create a welcoming yet depersonalized space. As of November 2025, with Windsor's real estate market showing steady demand amid local developments, these insights help investors navigate renovations to boost equity and avoid equity-draining errors.The episode wraps with warnings about "ugly" renovations—like neon walls, mismatched styles, or bizarre features—that can deter buyers, and encourages building a team of experts for success. Whether you're a first-time investor or seasoned homeowner in Ontario, this conversation offers actionable steps to renovate smarter, with a nod to LendCity for mortgage options that can incorporate renovation costs to fuel growth.Key TakeawaysAvoid Personalization Pitfalls: Steer clear of unique colors or custom features like neon walls or odd layouts; opt for neutral whites and modern generics to appeal to more buyers and ease resale.Focus on High-ROI Areas: Prioritize kitchen updates (70-100% return) with cabinet refacing or backsplashes, and bathrooms (around 70% return) by modernizing at least one fully while quick-fixing others.Cost-Cutting Strategies: Use luxury vinyl plank flooring to save $5 per square foot over hardwood; calculate ROI with spreadsheets and consult realtors like Nick for post-renovation value estimates.Planning Essentials: Start with a clear vision using mood boards on Canva or Pinterest; depersonalize spaces for staging while adding warmth with plants to help buyers envision their life there.Team Building for Success: Assemble professionals early—realtors, designers, and lenders like LendCity—to avoid DIY disasters, such as improper wiring, and ensure renovations align with investment goals.Stand Out Wisely: Subtle uniqueness can make a property memorable, but over-the-top elements like trophy animals or blood-drip paint effects can scare off buyers; balance appeal for flips versus personal homes.Links to Show ReferencesNick Messina's Contact: Phone - (226) 782-4552;  Instagram - @messina.nickKass Dipasquale's Contact: Phone - (226) 881-2194; Website - kassdesignstudio.ca; Instagram - @kassdesignstudioLendCity Mortgages (for Pre-Approvals and Renovation Financing): lendcity.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham addresses a listener's request to explore the advantages and disadvantages of purchasing investment properties through a corporation versus in one's personal name. Drawing from his experience as a mortgage expert at LendCity, Scott explains key benefits like keeping corporate mortgages off personal credit reports, allowing investors to qualify for more loans without impacting their personal debt ratios. He highlights how some residential lenders ignore corporate holdings entirely, enabling repeated "resets" for further acquisitions. Additionally, corporations provide enhanced liability protection, shielding personal assets from potential lawsuits related to the property.Scott also covers the drawbacks, including higher interest rates due to fewer lenders offering corporate mortgages post-COVID, as many shifted toward commercial products with added fees. He notes challenges with multiple directors, requiring all to co-sign, and emphasizes consulting accountants for tax implications, which can vary based on income levels. As an alternative, Scott discusses bare trust agreements, which allow closing personally before transferring to a corporation for tax purposes, though they offer no liability shield and may complicate future refinances. As of November 2025, bare trusts remain a viable option, but recent federal budget updates have exempted them from new T3 reporting requirements for the 2025 tax year, providing temporary relief from enhanced disclosure rules.This episode offers practical guidance for real estate investors in Canada, stressing the importance of personalized advice from professionals. Scott invites listeners to join LendCity's investor hub for upcoming webinars on this topic and encourages feedback for future episodes, blending mortgage insights with strategic tips to help build wealth through informed decisions.Key TakeawaysCredit Bureau Benefits in Corporations: Corporate mortgages don't appear on personal credit reports, and some lenders exclude them from applications, allowing investors to "reset" and acquire more properties without debt ratio limits.Liability Protection Advantage: Holding properties in a corporation limits lawsuits to corporate assets only, protecting personal belongings; separate insurance can provide similar coverage personally but may not be as comprehensive.Higher Rates and Fewer Options: Corporate purchases often face elevated interest rates due to limited lender availability post-COVID, with many treating them as commercial loans that include fees.Director Requirements for Corps: All corporate directors must typically co-sign the mortgage, which can complicate setups involving family or non-active partners.Tax Considerations Vary: Corporate ownership might lower taxes for high earners, but personal could be cheaper for others—consult an accountant to determine the best fit.Bare Trust as a Hybrid Option: Allows personal closing with post-closing transfer to a corporation for tax benefits, avoiding land transfer taxes in some cases, but lacks liability protection and may cause lender issues during refinances; exempt from 2025 T3 filing requirements per recent federal updates.Seek Professional Advice: Always discuss with mortgage brokers, lawyers, and accountants before deciding, and join investor hubs for webinars and networking.Links to Show ReferencesScott Dillingham's Contact: Phone - (519) 960-0370; Email - scott@lendcity.ca; Website - lendcity.caLendCity Investor Hub (for Webinars and Content): investorshub.lendcity.ca/feed

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham addresses a common challenge facing rental property investors in Canada amid high interest rates. With many investors holding variable rate mortgages, rising rates have eroded positive cash flow, often leading to negative scenarios. Scott explains why variable rates have historically been ideal for investors—offering low exit penalties, higher prepayment options, and lower overall rates—but notes how recent hikes have flipped this dynamic. Drawing from frequent client inquiries, he outlines practical solutions to restore profitability without selling properties, emphasizing the importance of consulting experts like the team at LendCity Mortgages.Scott details three key strategies to combat negative cash flow. First, converting to an interest-only mortgage or line of credit reduces monthly payments by eliminating principal repayments, though at a slightly higher interest rate. This appeals to seasoned investors who prioritize cash flow and appreciation over debt payoff. Second, switching lenders allows for extending the amortization period back to 30 years, significantly lowering payments compared to staying with the current lender's shorter term. Third, refinancing to add a second suite or renovate the property pulls out equity to boost rental income, offsetting increased mortgage costs. He stresses checking local zoning and municipality rules for feasibility.As of November 2025, the Bank of Canada has maintained its policy rate at 3.75% following a series of cuts earlier in the year, providing some relief but not fully reversing prior hikes. Variable mortgage rates hover around 5.2-5.7% depending on the lender, while fixed rates are slightly lower at 4.5-5.0% for 5-year terms. Scott encourages investors to act proactively, as these options have helped many clients save on interest expenses. This episode equips listeners with actionable insights for navigating Canada's evolving real estate market, blending expert advice with real-world applications for long-term wealth building.Key TakeawaysVariable Rates' Historical Appeal: Low penalties for exit, higher prepayment privileges, and traditionally lower rates make them investor-friendly, but recent hikes have led to negative cash flow for many.Interest-Only Mortgage or Line of Credit: Convert your mortgage to interest-only to eliminate principal payments, reducing monthly costs and boosting cash flow; convertible back to a standard mortgage when rates improve.Switch Lenders for Extended Amortization: Move to a new lender to reset amortization to 30 years, lowering payments even at similar rates compared to your current lender's shorter term.Refinance for Second Suites or Renovations: Pull equity to add units or upgrade properties, increasing rental income to counter higher mortgage payments; always verify local zoning and municipality approvals.Location and Qualification Factors: Options like interest-only products are region-specific and depend on credit, debt ratios, and portfolio strength—consult experts for personalized assessment.Proactive Investor Mindset: Avoid selling in distress; focus on long-term appreciation and cash flow by using these strategies to turn negatives into positives amid 2025's stabilizing rates.Links to Show ReferencesLendCity Mortgages: lendcity.caContact Scott Dillingham's Team: Phone - (519) 960-0370Bank of Canada Rate Updates: bankofcanada.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham shares insights on navigating mortgage interest rates amid economic uncertainty. Recorded in June 2023 during a period of rising rates, Scott discusses common investor dilemmas: whether to lock into shorter 2- or 3-year fixed terms anticipating future drops or opt for a 5-year fixed for immediate stability. He cautions against trying to "time the market," emphasizing that shorter terms often carry higher rates—typically 1 to 1.5% more than 5-year options at the time—potentially leading to overpayments without substantial future savings. Drawing from conversations with lenders, Scott notes that any rate reductions would likely be gradual, not drastic like during COVID or the 2008 recession, making aggressive gambles risky.Fast-forward to November 2025, the landscape has shifted significantly. The Bank of Canada has steadily cut its overnight rate from a high of 5% in mid-2024 to 2.25% as of October 29, 2025, signaling a potential pause in further reductions.  Current mortgage rates reflect this: 5-year fixed options average around 3.79% to 4.19%, while variables sit at about 3.45%.  Canada's economy, which met technical recession criteria on paper in 2023, has shown resilience in 2025, avoiding a full downturn despite sluggish growth and a GDP contraction in August.  Projections indicate modest GDP growth of 0.6% to 1.1% for the year, with risks lingering into 2026 due to factors like trade uncertainties.  Scott's advice remains relevant: prioritize current cash flow and qualification potential over speculative bets on rate drops.Scott advocates for decisions based on today's needs, highlighting how lower fixed rates can improve stress tests and enable portfolio expansion. For those betting on further declines, he recommends variables for automatic adjustments and the flexibility to convert to fixed anytime. This episode provides timeless strategies for real estate investors, blending 2023 perspectives with updated 2025 realities to help avoid costly mistakes in a volatile market.Key TakeawaysAvoid Timing the Market: Shorter 2- or 3-year fixed terms often have rates 1-1.5% higher than 5-year options, risking overpayments unless future drops are drastic—unlikely based on lender forecasts.5-Year Fixed for Stability: Choose longer terms for lower current payments, better cash flow, and easier qualification under stress tests, ideal for growing investment portfolios.Variable Rates for Flexibility: If expecting declines, variables adjust automatically and can be converted to fixed, allowing immediate benefits without locking in prematurely.Economic Context Update 2025: Bank of Canada rate at 2.25% after cuts; economy avoided full recession with slow growth projected at 0.6-1.1%, but risks remain for 2026.Focus on Today's Needs: Ignore future unknowns; lower rates now support higher borrowing power and reduce overpayment risks in uncertain environments.Investor Mindset: Calculate total interest costs carefully—gambling on big drops could lead to higher overall expenses and limited portfolio growth.Links to Show ReferencesLendCity Mortgages (for Pre-Approvals): lendcity.caWisdom Lifestyle Money Show: Search on major podcast platforms or visit LendCity for episodesBank of Canada Updates: bankofcanada.ca

In this special admin edition of the Wisdom Lifestyle Money Show, host Kristen Dillingham sits down with LendCity Mortgages admins Kayla Miller and Jillian Barnes to demystify the mortgage application process. Drawing from their backgrounds in healthcare and medical care before joining the team in 2018, the trio shares how they've learned the ins and outs of mortgages from scratch under Scott Dillingham's guidance. They emphasize that getting a mortgage is simpler than expected for many, but success hinges on proper documentation, budgeting wisely, and avoiding impulse buys like expensive cars that depreciate and impact financing power. The discussion highlights transferable life skills, like prioritizing homeownership over short-term luxuries, and provides practical advice for first-time buyers and investors alike.Diving into the LendCity process, they outline steps from initial lead intake to pre-approval, including filling out applications, submitting income docs, and cross-referencing details for accuracy. Key tips include ensuring job letters are on company letterhead, signed by HR, non-editable (PDF preferred), and dated within 30-60 days, as lenders like banks require this to verify employment and prevent fraud—policies tightened post-COVID. Pay stubs must be clear, with matching year-to-date earnings, and explanations for discrepancies like unpaid leave. For identification, two pieces of government-issued ID (front and back) are needed, such as driver's licenses, passports, or even hunting/gun licenses, but health cards are prohibited. The episode stresses transparency to avoid surprises, noting that blurry or incomplete docs lead to delays.For investors with rental portfolios, they cover needing recent leases, tenant acknowledgments for month-to-month setups, T1s for rental income verification, mortgage statements, and city-issued property tax bills (not just escrow combos). Assets like savings, vehicles, or household goods are crucial for high-net-worth programs, closing costs, or creative strategies to boost purchasing power, such as paying off debts. On appraisals for refinances, cleaning the home, mowing the lawn, and pointing out upgrades like new floors, countertops, or windows can help maximize value. As of November 2025, LendCity continues to focus on investor-friendly financing, with no major policy shifts noted in Canadian mortgage regulations per recent checks. This episode equips listeners with actionable insights to navigate mortgages confidently, blending personal stories with updated best practices.Key TakeawaysBackgrounds and Learning Curve: Kristen, Kayla, and Jillian transitioned from healthcare with no prior experience, learning mortgage basics from Scott Dillingham since 2018, highlighting that the process is simpler than assumed but depends on individual situations.Budgeting for Homeownership: Prioritize saving over luxury purchases like cars, which depreciate and increase debt ratios, impacting mortgage approval—focus on long-term wealth through homes.Job Letter Requirements: Must be on company letterhead, signed by a superior or HR, non-editable (PDF), and dated within 30-60 days; lenders verify to confirm employment and prevent fraud.Pay Stub Essentials: Clear images with name, employer, matching year-to-date earnings; explain discrepancies like unpaid leave to avoid issues, as post-COVID policies demand thorough checks.Identification Rules: Two pieces of government-issued ID (front/back), e.g., driver's license, passport, birth certificate, or hunting/gun licenses; health cards are not accepted, and work/school IDs may not qualify.Rental Property Docs: Recent leases or tenant acknowledgments, T1s for income, mortgage statements, and city tax bills; disclose property management fees upfront to ensure accurate pre-approvals.Assets in Applications: List savings, vehicles, and goods for fallback options, closing costs, or strategies like debt payoffs to increase purchasing power; enables high-net-worth programs for low-income scenarios like retirees.Appraisal Preparation Tips: Clean and tidy the home, mow the lawn, hide clutter; highlight upgrades (e.g., new windows, granite counters) to appraisers for better valuation in refinances.Links to Show ReferencesLendCity Mortgages (for Mortgage Applications): lendcity.caContact LendCity: Phone - (519) 960-0370; Email - team@lendcity.ca; Office - 4769 Wyandotte St E, Windsor, ON N8Y 1H8Wisdom Lifestyle Money Show Podcast: podcast.lendcity.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Paul D'Abruzzo, an investor-focused realtor and developer in the GTA. Paul shares his background as a former Toronto firefighter for 10 years, retiring to focus on real estate after juggling multiple roles as a husband, father, investor, and realtor. He started investing in 2009 with his first property in Hamilton for $238,000, growing his portfolio through hard work and no handouts, influenced by his old-school Italian grandparents' emphasis on diligence. Paul highlights authenticity in the industry, stressing that being an active investor himself allows genuine conversations and mentorship for clients ranging from small-scale rentals to large developments.Transitioning to development, Paul explains how he and partner Drew Toth specialize in projects like infill developments, 6-9 unit buildings, and larger townhome complexes, including recently completed 18 units and upcoming 26 townhomes. He introduces his coined term "Return on Lifestyle" (ROL), learned the hard way after burnout, emphasizing that investments must improve life quality—such as more family time or reduced work hours—beyond just cash flow. Paul's turning point came at age 23 attending T. Harv Eker's Millionaire Mind Intensive and Never Work Again conference, inspiring passive income pursuits and realizing the advantages of starting young.As of November 2025, Paul's key project involves repurposing 5-6 acres of Seaway Mall parking lots in Welland, Ontario, into a dense residential hub with 15 blocks, starting with 26 townhomes on block 4. Using a GPLP structure, investors can participate passively at developer-level profits with minimums of $50,000-$100,000, requiring accredited status or prior relationships. Amid high housing demand and economic challenges like inflation, this pro-growth initiative offers strong returns and monthly educational calls for learning development processes. The episode blends inspiring stories with practical advice for building wealth in Ontario's evolving real estate market.Key TakeawaysFirefighter Skills in Real Estate: Discipline, hard work, and emotional management from 10 years as a Toronto firefighter translated directly to successful investing and client mentorship, avoiding burnout.Return on Lifestyle (ROL) Philosophy: Prioritize investments that enhance quality of life, like family time or flexibility, over pure financial returns; Paul coined this after realizing assets alone weren't fulfilling.Scaling from Scratch: Started with one Hamilton rental in 2009 for $238,000, expanding to 10+ properties and developments without parental help, emphasizing consistent accumulation and authenticity.GPLP Investment Model: General Partners like Paul manage risks and operations, while Limited Partners invest passively, sharing equal profits; mitigates risk through experienced leadership and personal guarantees.Welland Seaway Mall Development 2025: Repurposing parking lots into 15 residential blocks; phase one includes 26 townhomes, raising ~$3.3M; high demand in Ontario boosts potential, with monthly calls for investor education.Inspiration and Action: Turning point at T. Harv Eker's conferences sparked passive income focus; call to action: Register for project presentations to learn and invest in lucrative Ontario opportunities.Links to Show ReferencesPaul D'Abruzzo's Contact: Phone - (416) 528-9090; Email - paul@rockstarbrokerage.com; Website - rockstarbrokerage.com; Facebook - Search for Paul D'Abruzzo; LinkedIn - Search for Paul D'Abruzzo; Instagram - Search for paul_investment_property_agentLendCity Mortgages (for Pre-Approvals): lendcity.caRock Star Real Estate Office: Visit at 418 Iroquois Shore Rd #103A, Oakville, Ontario for in-person consultations

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Gillian Irving, a mortgage agent at LendCity specializing in investment properties and student rentals. Gillian shares her journey as an "accidental investor," starting in 2008 after reading Rich Dad Poor Dad. She bought her first property in Toronto's Leslieville neighborhood on a whim, refinancing it multiple times to fund expansions into student rentals in Hamilton, Ontario. Drawing from her experiences, she discusses how real estate investing transformed her life, emphasizing the power of appreciation, mortgage paydown, and cash flow. Gillian also highlights transferable skills from her background and offers insights into overcoming initial fears, especially with the first property being the hardest due to potential vacancies.Post-COVID, Gillian notes shifts in the student rental market. While demand surged initially leading to higher rents, recent 2025 data shows rents easing due to federal caps on international students, with Hamilton's median rent at around $1,850 in November 2025, down slightly year-over-year. Vacancy rates are rising nationally, but opportunities remain in underserved areas near universities like McMaster. She debunks myths about student tenants causing damage, stressing the use of parent guarantors for security. Financing remains challenging, with fewer lenders offering options for refinances and purchases of existing student rentals, often requiring 20-35% down payments. However, major banks may approve if the property is owner-occupied by a student child, and commercial lending provides paths to scale beyond residential limits.Looking ahead, Gillian reveals her new strategy: investing in four-season cottage rentals in Ontario, designed to be recession-proof amid economic uncertainty. With more families opting for affordable staycations over international travel, these properties—featuring year-round activities like skiing in winter and boating in summer—cater to shared vacations for multiple families. As of November 2025, Ontario's cottage market shows increased listings and softer prices, boosting rental demand for value-driven getaways. This episode blends personal anecdotes with practical advice for aspiring investors, updated with current market trends for building wealth through real estate in Canada.Key TakeawaysAccidental Start in Real Estate: Inspired by Rich Dad Poor Dad in 2008, Gillian bought her first Leslieville home impulsively, using refinances to grow her portfolio into cash-flowing student rentals in Hamilton.Student Rental Advantages: High demand near universities persists despite 2025 rent declines (Hamilton median at $1,850); use parent guarantors to minimize risks like non-payment or damage, ensuring minimal wear and tear.Overcoming Investing Fears: The first property is toughest due to vacancy risks, but multiple units create self-sustaining cash flow; vet tenants thoroughly and focus on long-term appreciation.Financing Challenges and Solutions: Post-COVID, student rental financing tightened with higher down payments (20-35%); explore owner-occupied options, commercial lending, or lenders like First National for CMHC-insured deals to scale indefinitely.Four-Season Cottage Strategy: Target recession-proof rentals with year-round appeal (e.g., skiing, fishing); market to families sharing costs for affordable staycations, capitalizing on 2025 trends of rising domestic travel and softer cottage prices.Scaling with LendCity Expertise: Plan mortgages holistically to maximize properties per lender; transition to commercial options when hitting residential limits for unlimited growth.Links to Show ReferencesGillian Irving's Contact: Phone - (647) 404-7271; Email - gillian@lendcity.caLendCity Mortgages (for Investment Financing): lendcity.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Ryan Giles, owner of RFG Plumbing and Electrical in Essex, Ontario. Ryan shares his journey growing up in a family of plumbers, starting from childhood helping his dad and uncle on jobsites. As a fourth-generation plumber, he discusses how early exposure to the trade built his work ethic and problem-solving skills. Life lessons like perseverance—never giving up when success is just seconds away—and thinking through challenges have shaped his approach to both plumbing and business. He draws parallels to the book "Three Feet from Gold," emphasizing that failure is a stepping stone to growth, much like successful figures who rebuilt after setbacks.Ryan explains how RFG started in 2016 as a family venture with his dad and brother, expanding into electrical services by 2018-2019 to create a one-stop shop for clients. He touches on future plans for HVAC while highlighting the challenges of finding skilled workers. The name RFG honors family initials (Ralph Franklin Giles) but playfully stands for "Real F***ing Good" plumbers, a tagline that stuck after a memorable Rogers Hockey Night in Canada commercial featuring his son. Ryan stresses honesty, planning, and investing upfront in quality work to avoid costly future repairs, especially in Windsor's older homes prone to flooding.For real estate investors, Ryan offers practical advice on pre-purchase inspections to uncover hidden issues like faulty sewers or DIY fixes. He recommends utilizing Windsor's Basement Flooding Protection Subsidy Program, which now provides up to $3,500 in rebates for backwater valves, sump pumps, and foundation drain disconnections as of 2025. This helps mitigate flood risks in the region, where heavy rains and aging infrastructure remain concerns. The episode blends personal stories, business insights, and tips for long-term property success, inspiring entrepreneurs and investors alike in Ontario's evolving market.Key TakeawaysFamily Roots in Trades: Growing up in a fourth-generation plumbing family taught Ryan hard work, problem-solving, and persistence, with early jobsite experiences building transferable skills for business success.Perseverance Pays Off: Echoing "Three Feet from Gold," Ryan advises pushing through challenges—whether unclogging drains or starting a business—as success often comes right after the urge to quit.Business Growth Strategies: Start small, take on all roles initially, learn from failures, and expand thoughtfully; RFG grew from plumbing to electrical by prioritizing client needs and reliable referrals.Investor Inspection Tips: For out-of-town buyers, hire trusted pros for thorough checks to avoid hidden issues like sewer problems or "lipstick on a pig" flips in Windsor's older homes.Flood Prevention Advice: Utilize Windsor's Basement Flooding Protection Subsidy (up to $3,500 in 2025) for backwater valves and sump pumps to protect basements, planning installations for future renovations or rentals.Upfront Investment Mindset: Spend on quality fixes early to save long-term; calculate all costs conservatively and focus on transparency to build lasting client relationships and sustainable profits.Links to Show ReferencesRFG Plumbing and Electrical Contact: Phone - (519) 817-7117; Website - rfgtrades.ca; Facebook - facebook.com/rfgplumbing; Instagram - Search for RFG PlumbingLendCity Mortgages (for Pre-Approvals): lendcity.caRFG Office: Visit at 13007 Hyland Side Rd, Essex, ON N8M 2X6 for consultations

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Amy Eliza Wong, a transformational leadership coach and author. Amy shares her upbringing in Sacramento, California, surrounded by unconditional love from her parents who overcame poverty and hardship to build a life filled with joy and hard work. She opens up about the chaos of growing up with a home daycare, which contributed to her developing a severe eating disorder from ages 15 to 21 as a way to cope with stress. Through resilience and self-reflection, Amy transformed this dark period into a foundation for her coaching career, emphasizing that growth happens equally in light and dark times. She discusses her "painting forward" technique for reframing challenges by visualizing future appreciation for current struggles.Amy's professional journey includes a bachelor's in pure mathematics from UC Berkeley and a master's in transpersonal psychology, blending logical rigor with human-centered insights. She founded Always On Purpose in 2011 and has coached leaders worldwide for over a decade, focusing on growth, transformation, and flow. Her work helps teams overcome blind spots like fear, self-doubt, and resistance to reality, often rooted in the fear of rejection. Amy explains how most fears tie back to concerns about perception and belonging, drawing from neuroscience on trust and communication. As of November 2025, her coaching services remain virtual and accessible globally, with no major changes reported in her offerings or bio.The conversation dives into Amy's book, "Living on Purpose: Five Deliberate Choices to Realize Fulfillment and Joy," written during the 2020 pandemic and published in 2022. Inspired by thousands of coaching sessions, the book provides tools for authentic living and is available in print, ebook, and audiobook formats (narrated by Amy). She highlights how COVID-19's disruptions created synchronicity for completing the manuscript, reinforcing her message of embracing flow. This episode offers actionable insights for entrepreneurs and leaders seeking to break through personal barriers, build high-trust teams, and live with purpose amid life's uncertainties.Key TakeawaysEmbracing Dark Periods for Growth: Amy overcame a debilitating eating disorder by recognizing that challenges build resilience; she teaches that we grow equally in light and dark times.Painting Forward Technique: In tough moments, fast-forward to a future self to reframe struggles as purposeful, shifting resistance to appreciation for better daily outcomes.Common Barriers in Leadership: Fear, self-doubt, and unnecessary resistance to reality hold people back; most fears stem from rejection concerns, impacting perception and belonging.Neuroscience of Fear and Rejection: Rejection registers as physical pain and "death" to the brain, driving avoidance; understanding this unlocks confidence in public speaking or risk-taking.Coaching for Transformation: Amy's services focus on growth, flow, and communication for teams worldwide, helping excavate blind spots and convert inaction to powerful results.Book Writing Synchronicity: Completed in 2020 amid COVID shutdowns, "Living on Purpose" blends math-like logic with storytelling for fulfillment through deliberate choices.Links to Show ReferencesAmy Eliza Wong's Website: alwaysonpurpose.comContact Amy: Email - amy@alwaysonpurpose.com; Book a Consultation - alwaysonpurpose.com/contactBuy "Living on Purpose": Amazon; Audible (Narrated by Amy); Barnes & NobleLendCity Mortgages (Host's Company): lendcity.ca

In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Paul Lue Pann, a financial planner and owner at PLP Financial Services Inc. with The Co-operators in Windsor, Ontario. Paul shares his unique background as a Chinese Jamaican who grew up in Toronto and spent 18 years climbing the corporate ladder at Sun Life, moving between cities before settling in Windsor. After taking a year and a half off to focus on family and home projects following a severance package, he joined The Co-operators, drawn to its multifaceted offerings. He highlights the strong team culture and client-focused approach, emphasizing service over sales, with a handpicked team dedicated to putting clients in better financial positions regardless of portfolio size.Paul dives into how The Co-operators supports real estate investors through unlimited property coverage for home and auto insurance, unlike some providers that cap the number of properties. He explains the value of bundling policies for discounts and the added security of a $5 million umbrella liability policy on top of the standard $2 million per property, providing up to $7 million in protection against lawsuits or accidents. For commercial insurance, the company handles a wide range, including multifamily, office spaces, contractors, and non-profits, with site visits available if needed and privileges for existing clients to streamline approvals and renewals. Paul notes their expanding appetite for various risks, ensuring sustainable pricing without sharp increases.Transitioning to life insurance and investments, Paul contrasts creditor protection (which decreases with mortgage balance) with fixed-benefit life policies that offer full payouts for reinvestment or family needs. He stresses the importance of acting promptly on protection plans to avoid regrets from life events. On the wealth side, The Co-operators provides tailored investment solutions, focusing on risk tolerance, time horizons, business continuity, intergenerational wealth transfer, and tax mitigation strategies like corporate investments. This episode delivers practical insights for investors seeking comprehensive insurance and financial planning in one place, blending personal stories with expert advice.Key TakeawaysPaul's Career Transition: After 18 years at Sun Life and a family-focused break, Paul joined The Co-operators for its diverse services in home, auto, life, health, wealth, disability, and commercial insurance.Unlimited Property Coverage: Unlike some insurers, The Co-operators allows investors to insure as many homes as needed under one roof, with bundling for discounts and easy additions to portfolios.Umbrella Liability Protection: Add a $5 million umbrella policy over the standard $2 million per property for up to $7 million in total liability coverage, safeguarding against tenant accidents or lawsuits.Life Insurance vs. Creditor Protection: Opt for life insurance over mortgage creditor protection to maintain full benefit amounts regardless of decreasing mortgage balances, enabling reinvestment in new properties.Commercial Insurance Flexibility: Handles multifamily, offices, contractors, and non-profits with site visits, quick approvals for low-risk properties, and sustainable renewal pricing to avoid hikes.Investment and Wealth Planning: Customized portfolios based on risk and goals, with emphasis on tax-efficient withdrawals, corporate benefits, business continuity, and intergenerational wealth transfer.Client-Centric Team Approach: Strong team culture ensures personalized service; contact Paul directly for allocations to specialists in commercial, home/auto, or financial planning.Links to Show ReferencesPaul Lue Pann's Contact: Phone - (519) 980-0708; Email - paul_lue_pann@cooperators.ca; Website - local.cooperators.ca/plp-financial-services-en; Facebook - facebook.com/windsordezielLendCity Mortgages (for Pre-Approvals): lendcity.caPLP Financial Services Inc. Office: Visit at 3200 Deziel Drive, Unit 410, Windsor, ON, N8W 5K8 for in-person consultations