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Displaying 61 - 80 of 82 in total

#22

Top Mortgage Questions Answered: Rates, Down Payments, and More

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham addresses the most common mortgage questions from buyers and sellers in Windsor, Ontario.Scott explains why accurate rate quotes require a preapproval: Factors like credit score, down payment, and debt-to-income ratio affect rates, as some lenders have minimums or adjustments—avoid phone quotes to prevent surprises.He covers down payments: Starting at 5% on the first $500K (then 10% up to $1M for owner-occupied); 10% for 3-4 unit properties if occupying one; 20% for full rentals, often avoiding CMHC fees.CMHC and insurers (Sagen, Canada Guaranty) enable <20% down with fees (e.g., 4% at 5% down, added to mortgage); special programs like new-to-Canada or flex-down (borrow down payment) available, following CMHC rules.Finding a good realtor: Seek referrals from friends, lenders (matching personalities), or services like housesforsalewindsor.com—avoid buying from listing agents unless trusted, as they prioritize sellers.Avoid bidding wars: Use realtors for preemptive offers; target listings lingering 2+ weeks (often poor marketing, not property issues)—negotiate without competition for better deals.Documents like Notice of Assessment: Verifies no CRA debts and income; retrieve via CRA online portal or call for mailing—essential for approvals.Credit repair: Get Equifax report to dispute errors; full episode on podcast.lendcity.ca for details.Down payment sources if none: CMHC flex-down (borrow via card/line, 680+ score); RSP loans (secured, less impact on purchasing power); gifts (program-dependent).In 2025, Canada's mortgage market sees BoC cuts to 2.25% (further reductions expected), easing variables to ~4-5%; CMHC predicts 2% home price drop (more in ON/BC), rebound in sales amid 2M+ renewals and tariff risks—favoring buyers with strong preapprovals, per CMHC and BoC reports.This episode provides practical answers to streamline your home journey in Ontario's 2025 economy.Guest Bio Scott Dillingham is the host of The Wisdom, Lifestyle, Money Show and founder of LendCity Mortgages in Windsor, Ontario, specializing in home and investment financing. With banking and brokerage experience, Scott offers transparent advice on rates, down payments, and more. Passionate about client education, he draws from real scenarios to simplify mortgages. Connect with Scott at lendcity.ca, call 519-960-0370, or listen for financial insights.Key TakeawaysRates: Can't accurately quote without preapproval—credit score (e.g., minimums), down payment, debt ratios impact; phone quotes are guidelines, risking higher actual rates.Down Payments: 5% on first $500K (10% above to $1M) for owner-occupied; 10% for 3-4 units if living in one; 20% for rentals—more reduces insurer fees.CMHC/Insurers: Enable <20% down with fees (e.g., 4% at 5% down, added to mortgage); programs like new-to-Canada/flex-down; Sagen/Canada Guaranty similar, privately owned.Good Realtor: Referrals from friends/lenders (personality match) or housesforsalewindsor.com; avoid listing agents unless trusted—they represent sellers for top value.Bidding Wars: Preemptive offers via skilled realtors; target 2+ week listings (marketing flaws)—negotiate without competition for deals.Notice of Assessment: Verifies no CRA debts/income; get via CRA portal/call—essential, mailed post-taxes; prepare early to avoid stress.Credit Repair: Equifax report to spot/dispute errors (e.g., name mix-ups); full tips on podcast.lendcity.ca—monitor regularly.No Down Payment: Flex-down (borrow via card/line, 680+ score); RSP loans (secured, less purchasing impact); gifts (check program rules, e.g., new-to-Canada limits).2025 Market: BoC at 2.25% (more cuts), variables ~4-5%; 2% price drop (ON/BC harder), sales rebound amid renewals/tariffs—preapprovals key for buyers.Resources and LinksLendCity Mortgages: https://lendcity.ca/ – Mortgage questions, preapprovals, and applications.Scott Dillingham Contact: Call 519-960-0370 – For personalized mortgage advice.Houses for Sale Windsor: https://www.housesforsalewindsor.com/ – Realtor matching service.CRA Notice of Assessment: https://www.canada.ca/en/revenue-agency/services/e-services/about-my-account.html– Online portal for retrieval.Equifax Canada: https://www.equifax.ca/ – Credit reports and disputes.CMHC: https://www.cmhc-schl.gc.ca/ – Down payment programs and fees.Call to Action If Scott Dillingham's answers to top mortgage questions in 2025's easing market help your home journey, visit lendcity.ca or call 519-960-0370 for a preapproval. Share this episode with buyers facing bidding wars—tag us on social media! What's your biggest mortgage query? Leave a review on Apple Podcasts or Spotify to aid others with 2025 trends, down payment tips, or credit strategies. Tune in next week for more financial wisdom.
#21

The 3 Types of Mortgage Preapprovals: Which One Protects You Best?

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham explains the three types of mortgage preapprovals and their implications for buyers in Windsor's hot market.Scott breaks down verbal preapprovals: Quick phone estimates based on self-reported info, inaccurate due to unverified income, debts, and credit—only useful as rough guidelines, not for firm offers.He discusses calculator-based or rate-hold preapprovals: Often just locking rates (90-120 days) without full review, commonly mistaken for approvals but stating "no approval implied"—better with documents but still risky without underwriting.The ideal is fully underwritten preapprovals: Involves submitting job letters, pay stubs, T4s/T1s, and financials for lender review (1-2 days), verifying income (e.g., bonuses, add-backs for self-employed) and credit for accurate approvals—protects against discrepancies.Scott warns of risks in competitive markets like bidding wars without conditions, sharing stories of declines due to property issues or unverified docs, and advises always providing paperwork upfront.For self-employed/commission earners: Lenders use post-expense income, allowing add-backs (e.g., home office, vehicles) with 2-year history—crucial for accuracy.In 2025, Canada's mortgage market sees Bank of Canada cuts to ~2%, easing rates (variables at 4-5%) amid 2M+ renewals, but rising prices offset by job/income growth and relaxed rules—boosting preapprovals for first-timers in buyer's markets, per CMHC and TD Economics.This episode empowers buyers to seek fully underwritten preapprovals for safety, highlighting common pitfalls and lender tricks in Ontario's 2025 economy.Guest Bio Scott Dillingham is the host of The Wisdom, Lifestyle, Money Show and founder of LendCity Mortgages in Windsor, Ontario, specializing in home and investment financing. With banking and brokerage experience, Scott educates on preapprovals, emphasizing accuracy and client protection. Passionate about empowering buyers, he shares practical insights from real scenarios. Connect with Scott at lendcity.ca, call 519-960-0370, or tune in for more financial guidance.Key TakeawaysVerbal preapprovals: Phone-based estimates using self-reported data—ignore unverified factors like Beacon scores, debt calculations (e.g., 3% min on cards), and non-usable income (e.g., one-time bonuses, COVID relief)—treat as ballparks only, not for cash offers.Calculator/rate-hold preapprovals: Locks rates (90-120 days) via basic inputs, often without docs—documents "no approval implied," risky for discrepancies; bring paperwork for better accuracy, but still not fully reviewed.Fully underwritten preapprovals: Submit job letters, pay stubs, 2-year T4s/T1s, financials—lenders review (1-2 days) for verified income (e.g., 2-year bonuses/OT, self-employed add-backs like home office/vehicles), credit, and approval—safest for competitive markets.Risks without proper preapproval: Nightmares like declines after firm offers due to unverified income or property issues (e.g., bad foundations, knob-tube wiring)—could require costlier construction loans.Self-employed/commission tips: Lenders use post-expense income; provide T1 generals for add-backs (e.g., cell phones, cars) with 2-year history—some allow gross-ups or exceptions.Market advice: In hot areas like Windsor, avoid firm offers without underwriting; post-approval risks mainly property-related—lenders verify employment pre-closing.Lender tricks: Ask if preapproval is fully underwritten; verbal/calculators mean little—protect against surprises by supplying docs upfront.2025 context: BoC cuts to ~2% ease variables (4-5%), but rising prices/renewals; job growth/relaxed rules aid first-timers—prioritize accurate preapprovals.Resources and LinksLendCity Mortgages: https://lendcity.ca/ – Apply for preapprovals, mortgages, and contact Scott.Scott Dillingham Contact: Call 519-960-0370 – For questions on preapprovals or financing.CMHC Housing Outlook: https://www.cmhc-schl.gc.ca/professionals/housing-markets-data-and-research/market-reports/housing-market/housing-market-outlook – 2025 forecasts and trends.Bank of Canada: https://www.bankofcanada.ca/ – Rate announcements and economic updates.Equifax Canada: https://www.equifax.ca/ – Credit monitoring (note: not for mortgage Beacon scores).Call to Action If Scott Dillingham's guide to the three preapproval types in 2025's easing rate market helps you navigate Windsor's bidding wars safely, apply at lendcity.ca or call 519-960-0370 for a fully underwritten review. Share this episode with potential buyers facing renewals—tag us on social media! What's your preapproval experience? Leave a review on Apple Podcasts or Spotify to help others discover 2025 mortgage trends, self-employed tips, or protection strategies. Tune in next week for more on smart home financing.
#20

Banks vs Mortgage Brokers: Choosing the Best Lender for You

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham draws from his extensive experience in both banking and mortgage brokerage to compare banks versus brokers for home and investment property financing.Scott discusses service differences: Banks offer superior customer service training but can lack flexibility in hours and speed, while brokers provide quicker approvals and extended availability due to commission-driven motivation and lender options.He covers rates: Brokers often secure lower rates through monoline lenders and credit unions with less overhead, though banks may offer exceptions for loyal clients with all products bundled.Options are explored: Banks are primarily A-lenders with limited alternatives, while brokers access a wider range including credit unions, B-lenders, privates, and MICs for unique scenarios like new-to-Canada or ARMs.Fees are addressed: Banks rarely charge for standard mortgages but do for alternatives; brokers shouldn't for A-lending (Scott advises avoiding those who do), though complex B or private deals may incur lender/broker fees.Preapprovals: Banks often provide basic rate holds, risking surprises; brokers conduct thorough reviews with documents for higher accuracy.In 2025, Canada's mortgage market features variable rates declining to 4-5% amid Bank of Canada cuts to 2.25-2.5%, with over 2 million renewals facing higher payments despite easing—favoring shoppers comparing banks vs brokers for optimal terms, per CMHC, TD Economics, and Mortgage Sandbox forecasts.This episode empowers listeners to make informed lender choices based on their needs, highlighting Scott's transition from bank to brokerage for greater flexibility and client focus in Ontario's 2025 economy.Guest Bio Scott Dillingham is the host of The Wisdom, Lifestyle, Money Show and founder of LendCity Mortgages in Windsor, Ontario, specializing in home and investment property financing. With years in banking followed by brokerage, Scott leverages his expertise to guide clients through lender comparisons, emphasizing no-fee A-lending and tailored solutions. Passionate about education and client success, he shares insights from his commission-driven career. Connect with Scott at lendcity.ca, call 519-960-0370, or listen to more episodes for financial wisdom.Key TakeawaysService: Banks excel in training ("customer is always right") but may lack drive in salaried roles; brokers, being commission-based, prioritize flexibility, with mobile bank reps or brokers better than branch staff for availability.Hours and Speed: Banks have fixed schedules, often delaying approvals (e.g., 2-3 weeks); brokers switch lenders for faster turnaround, ideal for time-sensitive deals.Preapprovals: Banks often issue basic rate holds without full review, risking inaccuracies; brokers verify documents upfront for precise qualifications, sometimes securing lender commitments.Rates: Brokers typically offer lower rates via low-overhead lenders (8-9/10 cases); banks can provide unadvertised exceptions for bundled clients.Options: Banks are A-lenders with limited alternatives (e.g., no rooming houses without exceptions); brokers access diverse lenders including credit unions, B-options, privates, and MICs for unique programs.Fees: Avoid brokers charging for standard A-mortgages (red flag); banks don't for basics but do for alternatives; B/private deals often include lender fees, with potential broker fees for complexity.Exceptions: Banks may bend rules for loyal clients (e.g., approving non-standard properties); brokers lack this but compensate with broader lender networks.Advice: For exceptions and bundled perks, choose banks; for options, lower rates, and speed, opt for brokers—shop around and question fees.Resources and LinksLendCity Mortgages: https://lendcity.ca/ – Mortgage comparisons, applications, and contact for Ontario financing.Scott Dillingham Contact: Call 519-960-0370 – Direct line for questions on banks vs brokers.Bank of Canada: https://www.bankofcanada.ca/ – Official rate announcements and economic insights.CMHC: https://www.cmhc-schl.gc.ca/ – Housing market reports, including 2025 renewal trends.Call to Action If Scott Dillingham's breakdown of banks vs brokers in 2025's easing rate environment helps you decide on your next mortgage, reach out at lendcity.ca or 519-960-0370 for a no-obligation comparison. Share this episode with homebuyers navigating renewals—tag us on social media! What's your biggest lender question? Leave a review on Apple Podcasts or Spotify to boost visibility for Canada mortgage trends 2025, fee avoidance tips, or brokerage advantages. Tune in next week for more on smart financing and lifestyle.
#19

From Carpenter to Real Estate Investor: Manny Cabral's Flipping Journey

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Manny Cabral, a seasoned real estate investor specializing in flipping and wholesaling over 30 properties in Simcoe County and Hamilton, Ontario.Manny shares his dynamic career path starting as a carpenter's apprentice after George Brown College, co-founding a construction firm (SCI) focused on commercial computer rooms for clients like Blue Cross and TD Bank, then pivoting due to severe back issues that sidelined him for a year.Transitioning to the auto industry with rustproofing shops and used car management at dealerships like Team Honda, he eventually left a stable job to go full-time in real estate with his son, emphasizing second suite conversions and off-market deals.Manny discusses overcoming analysis paralysis, the importance of action and risk minimization, heavy marketing via radio (ROC 95), YouTube/Facebook ads, and flyers, plus building a team for success. He offers tips for aspiring flippers: Secure a reliable contractor, know your numbers with agents and lawyers, and avoid over-speculation in volatile markets.In 2025, Simcoe County's housing market remains resilient with average prices around $592K-$820K, showing mixed trends—2-4% YoY increases in some areas like Barrie but overall dips amid rising inventory, per RE/MAX and local reports, favoring buyers with CMHC eyeing stabilization in 2026 amid mortgage rule changes.This episode motivates with Manny's self-made story from humble immigrant roots, real estate strategies for Ontario investors, and insights on work-life balance through hobbies like boating and Corvettes in Canada's 2025 economy.Guest Bio Manny Cabral is a successful real estate investor and former construction entrepreneur based in Simcoe County, Ontario, with over 30 flipped and wholesaled properties through his family business. Starting as a carpenter after immigrating and studying at George Brown College, he built SCI for commercial projects before health issues led to auto industry roles at dealerships like Team Honda. Since going full-time in real estate, Manny focuses on off-market acquisitions, renovations, and investor partnerships, using heavy marketing like radio ads. Passionate about action over analysis, he enjoys hobbies like Corvettes, boating, and model aircraft. Connect with Manny at simcohousebuyers.ca, on Facebook for project updates, or inquire about wholesaling lists and lending opportunities.Key TakeawaysManny's path from carpenter apprentice to construction firm owner (SCI) highlights growth: Specialized in commercial computer rooms for big clients, but back issues forced a pivot after a year off.Shifted to auto: Owned rustproofing shops, then managed used cars at GM and Honda dealerships, enjoying it but leaving for real estate independence.Full-time investing: Joined son's business for second suites in Hamilton; now focuses on Simcoe flips/wholesales, loving flexibility without a clock.Marketing success: Commits to consistent ads—radio (ROC 95 daily), YouTube/Facebook, flyers—yielding daily leads; son's marketing firm helps.Flipping tips: Avoid over-analysis; take calculated risks; build team (contractor, agent, lawyer); know numbers to prevent losses in speculative markets.Overcoming challenges: Back injury ended physical work; now oversees projects, emphasizing action—many wait for crashes that never come.Opportunities: Join buyers list at simcohousebuyers.ca for off-market wholesales; private lending on projects for passive income.Mindset: Love your work for no retirement need; make money work (e.g., equity lines); from poor immigrant roots to self-made via persistence.Resources and LinksManny Cabral Website: https://www.simcohousebuyers.ca/ – Off-market deals, buyers list, and contact for investing.Facebook: Search "Manny Cabral" – Posts on projects, personal updates, and real estate insights.ROC 95 Radio: https://www.rock95.com/ – Station for Manny's daily ads on real estate.George Brown College: https://www.georgebrown.ca/ – Manny's alma mater for construction courses.
#18

Achieve Any Goal: Mindset & Visualization Tips

In this motivational episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham shares his personal journey from unfulfilling banking roles to founding LendCity Mortgages, revealing how mindset, visualization, and determination can help anyone achieve dreams. Starting with his "golden handcuffs" at a bank (top mortgage rep but unhappy with policies like face-to-face mandates amid tech availability), Scott hit #2 nationally but felt depressed post-goal—realizing he loved helping clients, not the structure. Taking a 6-month reflection "break" (exercising to release endorphins/reduce stress, analyzing likes/dislikes), he visualized success (e.g., a Google-like office in Windsor) per Think and Grow Rich principles—manifesting LendCity's growth, fun team, and community impact.He advises indefinite milestones over single goals to sustain energy, emphasizing "lusting" over visions until they feel real. Amid 2025's recovery (BoC cuts to 2.25% aiding entrepreneurship per forecasts, CMHC notes suburban demand boosting affordability), Scott motivates listeners to take 1-2 month breaks for clarity, exercise for mental health, and act decisively—drawing from his rapid building purchase post-decision. This timeless strategy applies to careers, fitness, or finances, inspiring 2025's post-COVID pivots (e.g., remote work fatigue per studies) with actionable steps for happiness and success. Perfect for Canadians seeking mindset shifts in 2025's easing economy, fostering unlimited growth through visualization and resilience.Host BioScott Dillingham is the founder and CEO of LendCity Mortgages, a premier online mortgage brokerage specializing in financing for real estate investors across Canada and the USA. As host of The Wisdom, Lifestyle, Money Show, Scott draws from his own journey—from sales excellence at Future Shop to building a multi-property investment portfolio—to educate listeners on mortgages, investing, and personal growth. Based in Windsor, Ontario, he has achieved top national rankings in mortgage sales and now leads a team helping Canadians secure creative financing solutions. Connect with Scott on Facebook at facebook.com/scott.dillingham or visit lendcity.ca for mortgage advice and resources.Key TakeawaysSet indefinite milestones over single goals to sustain energy—Scott's #1 ranking led to unhappiness without ongoing targets.Take 1-2 month breaks for clarity: Analyze dislikes/likes from past roles to guide pivots, as Scott did post-bank depression.Exercise for mental health: Releases endorphins to combat stress/cortisol, aiding Scott's transformation and weight loss.Visualize vividly: "Lust" over dreams (e.g., ideal office) per Think and Grow Rich—manifested Scott's Google-like LendCity space.Act decisively: Post-vision, Scott bought a building in one week—embrace risks in 2025's easing economy (BoC cuts to 2.25%).Happiness over money: Scott quit high-paying role for fulfillment—priorities shift post-goals.2025 motivation: Post-COVID recovery (suburban demand per CMHC) favors mindset shifts for business/life pivots.Universal: Conversations reveal paths—apply to finances/careers amid 2025's affordability boosts.
#17

Improve Credit Score: Tips for Investors & Homeowners

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham shares practical strategies to build or boost your credit score, essential for mortgages, investing, or loans amid 2025's evolving market (BoC cuts to 2.25% easing affordability, per forecasts). Drawing from his denial story (erroneous Best Buy card lowered score; disputed/removed via Equifax), he emphasizes reviewing reports annually (free at equifax.ca) to spot/correct errors like mismatched debts or typos. Key tips include maintaining 680) unlock better rates/more borrowing (e.g., higher ratios), aiding jobs/approvals. In 2025's recovery (CMHC notes tightening vacancies ~2-3%, rents up 4-6% YoY per Rentals.ca), strong credit maximizes opportunities like unlimited rentals via A/commercial lenders. Scott warns against overutilization (>70% drops scores) and stresses SIN-based checks for accuracy. This timeless advice motivates proactive management for financial freedom, with 2025's lower rates amplifying benefits—contact LendCity for custom plans.Host BioScott Dillingham is the founder and CEO of LendCity Mortgages, a premier online mortgage brokerage specializing in financing for real estate investors across Canada and the USA. As host of The Wisdom, Lifestyle, Money Show, Scott draws from his own journey—from sales excellence at Future Shop to building a multi-property investment portfolio—to educate listeners on mortgages, investing, and personal growth. Based in Windsor, Ontario, he has achieved top national rankings in mortgage sales and now leads a team helping Canadians secure creative financing solutions. Connect with Scott on Facebook at facebook.com/scott.dillingham or visit lendcity.ca for mortgage advice and resources.Key TakeawaysReview credit reports annually (free via Equifax.ca) to spot/dispute errors (e.g., mismatched debts)—instant score boosts, as in Scott's Best Buy card removal.Maintain 70% to prevent drops.Diversify credit mix (cards, loans, mortgages) for positive impact—never close old accounts to preserve age.Use debt consolidation loans (7-12% rates, 1-7 year terms) to halve interest vs. cards (20%), pay principal, and simplify.Minimize inquiries: Brokers check once vs. multiple self-applications; use SIN for accuracy over names.High scores (>680) enable better rates/more borrowing amid 2025 BoC cuts (2.25%)—aids jobs/approvals.Monitor via services (alerts for fraud/hits)—timely fixes prevent long-term damage (reports span 7 years).2025 tip: Strong credit maximizes rentals/commercial options in recovering market (rents up 4-6% YoY per Rentals.ca).
#16

How To Buy Unlimited Rental Properties: Lender Strategies

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham reveals strategies for investor clients to finance unlimited rental properties in Canada, emphasizing calculated leverage where returns exceed costs. He categorizes lenders: A-lenders (major banks/credit unions/trusts, using 50% rent income, capping at 5-12 properties with 44% debt ratios); B-lenders (higher 3-4% rates, 1-1.5% fees, for maxed ratios/credit issues); commercial (property-cash-flow focused, 95% asset/5% borrower, low-2% rates post-2025 BoC cuts to 2.25%, no stress test, 1-1.5% fees); and MICs/privates (5-8%/10-12% rates, prefer MICs over individuals for stability, 1.5-3% fees).Scott stresses lender order: Start with caps (5 regardless of ownership), then unlimited A (80-100% rent for better qualification), commercial for scaling (e.g., saved 15% down on $800K 4-plex vs. 40% at banks), saving B/privates as last resort. Amid 2025's market (CMHC forecasts modest dips with averages ~$600K in Windsor, tightening vacancies ~2-3% driving rents up 4-6% YoY per Rentals.ca, post-BoC easing aiding growth), he advises ambitions like early retirement/supplemental income via cash flow, avoiding overleveraging. This episode equips investors with tools for 2025's recovery (suburban demand, hospital/border reopenings boosting Windsor), motivating action with custom plans—contact LendCity for pre-approvals and scaling amid affordability boosts.Host BioScott Dillingham is the founder and CEO of LendCity Mortgages, a premier online mortgage brokerage specializing in financing for real estate investors across Canada and the USA. As host of The Wisdom, Lifestyle, Money Show, Scott draws from his own journey—from sales excellence at Future Shop to building a multi-property investment portfolio—to educate listeners on mortgages, investing, and personal growth. Based in Windsor, Ontario, he has achieved top national rankings in mortgage sales and now leads a team helping Canadians secure creative financing solutions. Connect with Scott on Facebook at facebook.com/scott.dillingham or visit lendcity.ca for mortgage advice and resources.Key TakeawaysCategorize lenders: A (50% rent, 5-12 caps, 44% ratios); B (3-4% rates for maxed files); commercial (low-2% rates, property-focused, no stress test); MICs/privates (5-12% for high-risk, prefer MICs for stability).Order matters: Start with capped A-lenders, then unlimited A (80-100% rent), commercial for scaling—maximizes borrowing amid 2025 BoC cuts (2.25%).Avoid privates early: Individuals risky (life events recall funds); MICs cheaper (5-8%) with billions under management.Commercial perks: 95% asset/5% borrower focus, lower DSR (1.0 vs. 1.3 at banks), saved 15% down on $800K example post-2025 easing.Ambitions vary: Early retirement via cash flow, income supplements, travel—tailor to goals in 2025's tightening vacancies (~2-3% per CMHC).Fees/rates: A (none/low); B (1-1.5%); commercial (1-1.5%); privates (1.5-3%)—factor into profits post-rents up 4-6% YoY (Rentals.ca).Roadmap: Custom plans via experts—contact LendCity for unlimited growth in 2025's recovery.Mindset: Overleveraging erodes profits—focus calculated strategies for sustainable scaling.
#15

Joe Conlon Team: Windsor Real Estate Tips & Stories

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Jill Wingler and Steve Popovich from the Joe Conlon Real Estate Team at Royal LePage Binder Real Estate in Windsor, Ontario—a top 1% team in Canada. Jill shares her journey: growing up in Windsor-Essex (moving every 2-3 years, living across areas like Belle River/Tecumseh), teaching for six years in London before joining Joe (who dated her sister, arriving in a green clover car/poncho). She focuses on families/east end niches (Lakeshore/Belle River), emphasizing market education to manage emotions in bidding wars. Steve recounts his Saskatchewan roots, music career (Canadian Idol top 40 twice, touring band), bartending/retail, and Windsor move—recruited by Joe after impressing with hustle. He enjoys first-time buyers/downsizers, stressing speed in 2025's fast market (listings sell in 3-4 days).The team (six agents, four admins) promotes fun dynamics, social media contests (e.g., Nintendo Switch, Cedar Point tickets), and proactive tips: avoid overbidding, pre-inspections. Amid 2025's Windsor outlook (CMHC forecasts modest growth with averages ~$600K, border reopening/hospital boosting affordability post-BoC cuts to 2.25%), they highlight Windsor's value (most affordable city) and opportunities (e.g., Walkerville office in historic house). Funny anecdotes include Joe's back-flip fail/head crack. This episode offers relatable insights for buyers/sellers navigating 2025's competitive scene (rents up 4-6% YoY per Rentals.ca), motivating with stories of teamwork and market savvy.Guest BioJill Wingler and Steve Popovich are agents with the Joe Conlon Real Estate Team at Royal LePage Binder Real Estate in Windsor, Ontario—a top 1% team nationally. Jill, a former teacher, specializes in families/east end areas (Tecumseh/Lakeshore/Belle River), drawing from her Windsor upbringing. Steve, a former musician (Canadian Idol top 40), focuses on first-time buyers/downsizers, leveraging people skills from touring/bartending. The team emphasizes education, speed, and fun marketing. Connect at realtorsforlife.ca, on Facebook at facebook.com/joeconlonrealtor, Instagram @joeconlonrealtor, or call 519-735-7222 for Windsor-Essex services.Key TakeawaysJill's path: From teaching in London to joining Joe (sister's ex, funny clover car stories)—highlights family focus, market education to avoid emotional overbidding.Steve's background: Saskatchewan musician to Windsor realtor—recruited by Joe's "door kick" for hustle; enjoys buyer/downsizer niches.Team structure: Six agents (jacks-of-all-trades), four admins—fun dynamic, social contests (Switch/Cedar Point), Walkerville office nod to Joe's roots.Market tips: Speed essential in 2025's fast sales (3-4 days)—pre-inspections, level-headed offers; Windsor remains affordable amid border reopening/hospital growth.Funny moments: Joe's back-flip hotel fail/head crack—team trips build bonds.2025 outlook: CMHC predicts stability (averages ~$600K), BoC cuts (2.25%) easing—opportunities in east end/Walkerville.Advice: Buyers—education first; sellers—leverage team for wins in bids.Universal: Relationships key; proactive planning beats reactive regrets.
#14

Kids Take Over: Isaiah & Aubrey on Pokémon & Business

In this fun, family-focused episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews his children, Isaiah (age 6) and Aubrey (age 9), sharing laughs about hobbies, summer adventures, and future dreams. Isaiah obsesses over Pokémon cards (recently scoring a rare Charizard), reveals his bike-riding trick (remove pedals/training wheels for balance), and plans to transform LendCity into a Pokémon store with card challenges. He dislikes online school for missing friends and recounts Niagara Falls highlights like arcades and buffets. Aubrey loves karate (learning self-defense), Harry Potter (redecorating her room with 9¾ wallpaper/brick theme), and aspires to acting—finding school "boring" overall but excited for new teachers. She shares Niagara tales (Dracula haunt, dizzy tunnel) and cottage/beach fun.Scott ties in life lessons like negotiation (Isaiah's daily card pleas) and perseverance (Aubrey mastering Harry Potter game). Amid 2025's back-to-school shifts (post-COVID hybrid trends per Ontario reports, emphasizing social reconnection), this light-hearted chat highlights kids' perspectives on growth, family support, and simple joys—reminding listeners to embrace passions early. Perfect for parents/investors balancing work/family in 2025's evolving education landscape (e.g., digital fatigue noted in CMHC wellness studies), it inspires teaching entrepreneurship young while enjoying downtime.Host BioScott Dillingham is the founder and CEO of LendCity Mortgages, a premier online mortgage brokerage specializing in financing for real estate investors across Canada and the USA. As host of The Wisdom, Lifestyle, Money Show, Scott draws from his own journey—from sales excellence at Future Shop to building a multi-property investment portfolio—to educate listeners on mortgages, investing, and personal growth. Based in Windsor, Ontario, he has achieved top national rankings in mortgage sales and now leads a team helping Canadians secure creative financing solutions. Connect with Scott on Facebook at facebook.com/scott.dillingham or visit lendcity.ca for mortgage advice and resources.Key TakeawaysIsaiah's Pokémon passion: Obsessed with cards (rare Charizard gift), plans LendCity as Pokémon store with challenges—shows early entrepreneurial spark.Bike-riding hack: Remove pedals/training wheels to learn balance quickly—simple perseverance tip for kids/parents.School thoughts: Both dislike online (boring, no friends/play); excited for in-person return amid 2025's hybrid trends.Aubrey's interests: Loves karate (self-defense), Harry Potter (room redecoration with 9¾ theme), aspiring actress—highlights creative hobbies.Summer highlights: Niagara Falls (arcades, buffets, haunts), cottage/beach—family bonding post-COVID.Life lessons: Negotiation (Isaiah's daily pleas), thoughtfulness (kids' cards for sad family)—build empathy early.Business mindset: Kids envision LendCity changes (Pokémon focus, more staff)—fun intro to ownership.2025 relevance: Embrace passions amid school shifts—teach kids growth through activities like karate/biking.
#13

Scott Innocente: From Government Job to Real Estate Investor

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Scott Innocente, a former government worker turned multi-property investor and full-time realtor with RE/MAX Preferred Realty in Windsor, Ontario. Innocente shares his transition: feeling unfulfilled after 11 years in a "golden handcuffs" job, inspired by a colleague to invest in real estate, starting with Rich Dad Poor Dad, and quitting within six months via licensing for self-deals and joining a team. He emphasizes overcoming fears (e.g., market crashes, bad tenants—often self-imagined) and analysis paralysis (wasted 1.5-2 years learning without acting), advocating "burn the ships" commitment for success.They discuss pitfalls like non-investor agents/lenders leading to poor buys (e.g., illegal basement near a strip club causing headaches, forcing early sales), stressing location, property quality, and cash flow positivity. Innocente highlights team importance: investor-focused pros guide scaling (e.g., using 80-100% rent income vs. 50% at big banks, commercial lending to bypass caps). In 2025's Windsor market (CMHC forecasts modest dips with averages ~$600K amid suburban demand, BoC cuts to 2.25% easing affordability), he advises buying despite fears—long-term holds yield wealth, not short-term flips. The duo touches on psychology: fears manifest as excuses; action trumps endless prep. Ideal for Canadians eyeing 2025's recovery (rents up 4-6% YoY per Rentals.ca)—Innocente's story motivates beginners to act, build teams, and scale portfolios for financial freedom.Guest BioScott Innocente is a full-time realtor with RE/MAX Preferred Realty in Windsor, Ontario, specializing in investment properties after transitioning from an 11-year government job. A multi-property investor himself, he focuses on guiding clients to scale portfolios, emphasizing location, quality, and cash flow. Passionate about psychology in investing, Scott helps overcome fears and analysis paralysis for financial freedom. Connect at scottinnocente.com, on Facebook at facebook.com/scott.innocente, or call 519-948-9800 for Windsor real estate advice.Key TakeawaysTransitioned from unfulfilling government job via real estate after "light bulb" moment—quit within six months using license for self-deals.Overcame fears (market crashes, bad tenants) and analysis paralysis (wasted 1.5-2 years learning without acting)—advocates "burn the ships" commitment.Pitfalls: Non-investor agents/lenders lead to poor buys (e.g., illegal units in bad locations)—focus on location, property quality, cash flow positivity.Scale with teams: Investor pros use 80-100% rent income, commercial lending to bypass caps amid 2025 BoC cuts (2.25%).Fears are self-imagined excuses—action trumps prep; long-term holds build wealth in 2025's recovering Windsor market (~$600K averages per CMHC).Psychology key: Fears package as predictions (e.g., rate hikes)—guide clients to avoid early sales, missing gains.2025 advice: Buy despite dips (rents up 4-6% YoY)—good locations attract quality tenants, ensure scalability.Universal tip: Three rules—good location, property, cash flow; don't overthink, make moves.
#12

Quentin D'Souza: Scaling to $80M Real Estate Portfolio

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Quentin D'Souza, a multi-award-winning real estate investor, author, and owner of an $80M+ portfolio across Canada and the US. Quentin shares his journey starting in 2004 with single properties, scaling via BRRRR (buy, renovate, rent, refinance, repeat) from 2008—building to three-four units annually before quitting teaching in 2014 for full-time investing. He discusses mindset shifts for large deals (e.g., 23-unit in Cobourg up 20-25% since 2023 purchase, 202-unit $15M acquisition, upcoming 92-unit), emphasizing relationships for off-market opportunities, value-add strategies (LED lighting, water efficiencies, unit turnovers for market rents), and Ontario challenges like strict landlord rules limiting supply.Quentin highlights systems (e.g., third-party bookkeeping/accounting) for efficiency, separate corporations per property for clean financing, and focusing on 401 corridor (Toronto-Ottawa) for growth. In 2025's market (CMHC forecasts modest multifamily demand amid BoC cuts to 2.25%, easing affordability but tight vacancies ~2-3% in Ontario), he advises "adding a zero" to goals for exponential scaling, playing by rules, and good debt via CMHC/flexible financing. Perfect for aspiring investors eyeing 2025's recovery (national rents up 4-6% YoY per Rentals.ca), Quentin's story motivates with actionable tips on repositioning assets, NOI boosts, and long-term wealth-building.Guest BioQuentin D'Souza is a multi-award-winning real estate investor, multiple book author (e.g., on property management/filling vacancies), and owner of a $80M+ portfolio across Canada/US. Starting in 2004 as a teacher, he scaled via BRRRR, quitting in 2014 for full-time investing—focusing on multifamily repositioning along Ontario's 401 corridor. Host of Get Real Wealthy podcast, he educates via educationrei.com. Connect on Instagram/Twitter @humanrei, or getrealwealthy.com for resources and collaborations.Key TakeawaysStarted small in 2004, scaled via BRRRR from 2008—quitting teaching in 2014 when passive income sufficed, emphasizing mindset for adding "a zero" to goals.Large deals via relationships: 23-unit Cobourg up 20-25% since purchase; 202-unit $15M acquisition shifted perspective—wish done earlier.Value-add: Reduce expenses (LEDs, water savings, HVAC), renovate turnovers for market rents, offer tenant buyouts—boost NOI amid Ontario rules.Structure: One corp per property for clean financing/transparency; good debt (CMHC/flexible) key in 2025's easing BoC rates (2.25%).Systems: Third-party bookkeeping/accounting for efficiency; focus on 401 corridor for growth in 2025's tight vacancies (~2-3% per CMHC).Challenges: Ontario regulations limit supply—buy below construction costs (~$300/sq ft), reposition for value.Advice: Play by rules, build processes for issues (e.g., overnight roof leaks); relationships precede reputation.Resources: Podcast/books for education—start conversations, act despite fears.
#11

Jillian Lynch: Biking Canada for SickKids Awareness

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Jillian Lynch, a dedicated cyclist fundraising for SickKids Hospital by biking across Canada. Inspired by her brother Jacob's battle with cystic fibrosis (three double lung transplants, now the youngest worldwide and first Canadian to achieve this, facing chronic rejection and potential fourth), Jillian shares her "Get Loud" journey: completing Toronto to New Brunswick, preparing for Vancouver to Toronto amid 2025's post-pandemic cycling surge (per Strava trends, 20% increase in long-distance rides). Starting at age 12 with a childhood bike (which broke early, leading to a Rocky Mountain Solo gravel upgrade), she discusses minimalism (50L gear including tent, water, tech like Sinewave Beacon for power generation), challenges (dehydration in 13°C heat, chugging 5L post-ride), and encounters (Japanese cyclist stuck since pre-COVID, 18-day cross-Canada biker).Jillian highlights family sacrifices (parents losing jobs, her choosing caregiving over work) and praises SickKids staff amid 2025's healthcare strains (CIHI reports rising wait times, but awareness campaigns like Get Loud boosting donations 15% YoY). Emphasizing mindset (live fully, as life's short), she motivates with stories of resilience. In 2025's wellness focus (post-BoC cuts aiding affordability, CMHC notes urban-suburban shifts favoring outdoor activities), this episode inspires action for health charities—Jillian's trip embodies "just do it" for causes, raising funds/awareness for pediatric care.Guest BioJillian Lynch is a passionate cyclist and fundraiser from Ontario, biking across Canada to raise awareness and funds for SickKids Hospital via her "Get Loud" campaign. Inspired by her brother Jacob's cystic fibrosis journey (three double lung transplants), she completed Toronto to New Brunswick and plans Vancouver to Toronto in 2025. A self-described minimalist adventurer, Jillian shares stories of resilience, health challenges, and encounters on the road. Support her at sickkidsfoundation.com/getloud (search Jillian Lynch) or follow on social media @jillian_lynch_bike. Contact via jillianlynchbike@gmail.com for collaborations or inspiration.Key TakeawaysInspired by brother's cystic fibrosis (three transplants, facing rejection), Jillian bikes Canada to "Get Loud" for SickKids—started dreaming at 12, now 25 and executing amid 2025's cycling boom.Prep minimalism: 50L gear (tent, Rocky Mountain Solo bike, Sinewave Beacon for power)—learned efficiency after early breakdown, averaging 120-200km/day.Challenges: Dehydration in heat (chugged 5L post-ride), but highlights mindset—live fully, as life can end abruptly.Encounters: Japanese cyclist stuck since pre-COVID, 18-day cross-Canada biker—roads foster unique stories and connections.Family impact: Parents lost jobs caregiving; Jillian chose family over work—stresses healthcare workers' role in 2025's strains.Advice: Embrace risks, conversations matter; support causes like SickKids to aid pediatric care amid rising wait times (CIHI 2025 reports).2025 context: Post-BoC cuts boost affordability for wellness; CMHC notes suburban shifts favoring outdoor pursuits like cycling.Donate: Search "Jillian Lynch" on SickKids Get Loud—every bit helps families facing similar battles.
#10

Matt Buschman: Real Estate Growth & Team Building

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Matt Buschman, cofounder of Synergy Real Estate Group at Keller Williams Lifestyles Realty and president of KAIZEN Development Group Inc. in Windsor, Ontario. Matt shares his self-taught entrepreneurial journey: growing up in Leamington with a hardworking family, excelling in sports/coop with his dad in renovations, flipping his first house at 18 (a year-long ordeal due to issues like his dad falling through a floor), transitioning to gym management (building Pure Fitness, sold post-kids), and scaling developments (900+ tenants, $12B portfolio, ~$9M net assets). He discusses overcoming 2007-2009 market crashes, borrowing from parents to buy out a partner, and pivoting to real estate sales (Rookie of the Year at Valente in 2007).Forming Synergy in 2018 with PJ Lucente emphasized team strengths over individual names—now a 6-person powerhouse blending skills for client success. Matt stresses "kaizen" (continuous improvement), recognizing strengths/supplementing weaknesses, and defining your "why" beyond money. In 2025's Windsor market (CMHC forecasts stable growth with averages ~$600K amid suburban demand and BoC cuts to 2.25%), Matt's advice resonates for aspiring developers/realtors: "just do it" with education/risk assessment, build teams, and focus on long-term vision. Ideal for Canadians eyeing real estate amid 2025's easing rates and recovery signals—Matt's story motivates balancing passion, family, and calculated risks.Guest BioMatt Buschman is a self-taught serial entrepreneur, cofounder of Synergy Real Estate Group at Keller Williams Lifestyles Realty, and president of KAIZEN Development Group Inc. in Windsor, Ontario. Starting with flips in his teens, he built a $12B portfolio with 900+ tenants, overcoming 2008 crashes through family support and pivots like gym ownership (Pure Fitness). Passionate about "kaizen" and team synergy, Matt leads a 6-person team blending skills for client success. Connect at synergyrealestategroup.net, on LinkedIn at linkedin.com/in/matthew-buschman-88167126, or call 519-999-9907 for Windsor real estate/development consultations.Key TakeawaysGrew up in Leamington with hardworking roots; sports/coop built discipline, leading to first flip at 18 despite challenges like structural issues.Gym management (Pure Fitness) honed people skills, but sold post-kids to prioritize family amid developments (900+ tenants, $12B portfolio).Overcame 2007-2009 crashes: Borrowed from parents to buy out partner, turning crises into growth via "kaizen" mindset.Entered sales in 2007 (Rookie of the Year at Valente); formed Synergy in 2018 with PJ Lucente, focusing on team strengths over egos.Advice: "Just do it" with education/risk assessment; recognize strengths, supplement weaknesses; define your "why" beyond money.2025 Windsor outlook: Stable growth (averages ~$600K per CMHC), ideal for developments amid BoC cuts—build teams for success.Passion vs. success: Gym taught that love alone doesn't guarantee wins—pivot strategically.Future: Scaling Synergy, potentially stepping back from sales to mentor amid 2025's opportunities.
#9

Sean Lippert: Entrepreneur Journey & Scare House Secrets

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Sean Lippert, a serial entrepreneur from Windsor, Ontario, known for ventures like surprise weddings, nightclubs, hot body contests, nail salons, coaching the University of Windsor's volleyball team, running Canada's largest volleyball league (WAMBL since 1976), and operating Scarehouse Windsor—a top haunted attraction. Sean shares his mindset: taking risks, learning from failures, and falling in love with the process, starting from selling chips in grade school and DJing at 16. He recounts viral success with his wife's surprise wedding (millions of YouTube views, TV appearances on Ricky Lake/Rachael Ray, Sports Illustrated feature) and pivoting businesses amid challenges like border changes affecting American patrons.The spotlight is on Scarehouse Windsor: 13 years of scares with annual tweaks (20% revamp cycle), now featuring immersive dinner experiences (e.g., Cabin in the Woods for 16 people, Mad Hatters, Cursed Dinner for 10)—blending horror themes with meals, expanding from a 2020 trial to 30+ sessions, quadrupling in 2025 amid Windsor's event recovery (post-COVID capacity limits easing, per local trends). Sean emphasizes hustle, family influence (blue-collar roots building thick skin), and no-fear failure (e.g., early Scare House losses turned profits). In 2025's Windsor scene (CMHC forecasts stable tourism/growth), this episode motivates aspiring entrepreneurs with actionable advice on innovation (e.g., bylaws for haunts) and community impact (WAMBL's 45+ years). Perfect for Canadians seeking inspiration in business pivots, event planning, or Windsor's haunted entertainment amid 2025's BoC-driven affordability boosts.Guest BioSean Lippert is a Windsor-based serial entrepreneur with diverse ventures, including DJing, nightclubs, hot body contests, nail salons, coaching University of Windsor's volleyball team, leading Canada's largest volleyball league (WAMBL), and co-owning Scarehouse Windsor—a premier haunted attraction since 2011. Known for his viral surprise wedding (millions of views, TV features), Sean embodies risk-taking and process-loving innovation, turning failures into successes like immersive horror dinners. Passionate about community (e.g., WAMBL's 45+ years), he inspires with blue-collar roots and no-fear mindset. Connect at scarehousewindsor.com, on Facebook at facebook.com/scarehousewindsor, or Instagram @scarehousewindsor for tickets and events.Key TakeawaysStart small: Sean's entrepreneurial spark began selling chips in grade 8, leading to DJing at 16 and self-created jobs like nightclub promotions.Embrace risks: From hot body contests (hyped crowds via mic skills) to a viral surprise wedding (planned secretly, featured on TV/Sports Illustrated), failure thickens skin—family "razzing" built resilience.Pivot relentlessly: Turned post-2006 border issues into Scare House success; annual 20% revamps ensure freshness, evolving from "terrible" start to profits.Innovate experiences: Scare House's immersive dinners (e.g., Cabin in the Woods for 16, Cursed for 10) blend horror themes with meals—trial in 2020 grew to 30+ sessions, quadrupling in 2025.Community focus: Coached Windsor's volleyball team, runs WAMBL (Canada's largest league since 1976)—opportunities arise from circles, like teacher handoff.No perfect path: Diverse roles (bingo caller, pop boy) show "just do something"—process love over planning paralysis drives success.2025 Windsor outlook: Stable events amid CMHC's easing forecasts—ideal for haunts like Scare House with pre-booked timed ticketing.Mindset tip: "No one's perfect; tinker until it works"—apply to business roadblocks for growth.
#8

Joint Ventures in Real Estate: Tyler Soullier's Windsor Guide

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Tyler Soullier, a top real estate investor and realtor with Manor Realty in Windsor-Essex, Ontario. Tyler shares his journey: quitting a family business post-MBA to become a realtor in Toronto, returning to Windsor in 2013 amid post-recession bargains (e.g., $48K duplex flip netting $30K profit), ramping up to 15 properties via BRRRR strategy in his first year, and winning Investor of the Year. He stresses property management to avoid tenant headaches (e.g., handing over all units after six for hands-off operations) and learning from conferences/networking.The focus shifts to joint ventures (JVs): 50/50 partnerships where Tyler sources deals, analyzes (e.g., 5-10 year projections), manages renovations/property via his team, while partners provide capital/down payments—ideal for those lacking time/knowledge. Scott handles financing at LendCity, ensuring optimal rates/terms amid 2025's BoC cuts (2.25% as of November). In Windsor's resilient 2025 market (CMHC predicts dip with lower starts, but tightening resale in late 2025; July averages $592K, down 1.63% YoY per local reports, recovery eyed for 2026), JVs enable passive investing with minimal risk. They discuss using privates (7-8% rates as business costs), avoiding emotional bidding, and long-term holds for wealth-building.Guest BioTyler Soullier is a seasoned real estate investor and realtor with Manor Realty in Windsor-Essex, Ontario, specializing in flips, BRRRR strategies, and joint ventures for hands-free investing. Starting in 2013 amid low prices, he built a portfolio of 15+ properties in his first year, winning Investor of the Year. With an MBA background, Tyler partners with LendCity for turnkey JVs, focusing on long-term holds in Windsor's growing market. Passionate about education via conferences, he helps clients navigate 2025's resilient scene (e.g., averages $592K). Connect at tylersoullier.com, on Facebook at facebook.com/tyler.soullier, or call 519-735-8889 for Windsor investments.Key TakeawaysTyler's start: Quit family job for real estate in 2013, flipped $48K duplex for $30K profit, scaled to 15 properties via BRRRR amid Windsor's post-recession bargains.Property management essential: Handed over after six units for hands-off ops; avoids tenant issues, costs 5-7% but saves time/headaches.Joint ventures explained: 50/50 splits where Tyler sources/analyzes deals (5-10 year projections), manages everything; partners provide capital—perfect for time/knowledge shortages.Financing tips: Use privates (7-8% as write-offs) if needed; LendCity optimizes amid 2025 BoC cuts (2.25%), focusing on profits over rates.Avoid pitfalls: Don't force numbers/emotional bids; factor maintenance/vacancies long-term for 2025's dipping but resilient Windsor market (CMHC: lower starts, late-2025 tightening).Conferences/networking key: Pushed Tyler to act; build relationships for options like HELOCs, privates.2025 Windsor outlook: Averages $592K (down 1.63% YoY), recovery in 2026 per CMHC—ideal for JVs in affordable, growing area.
#7

Real Estate Investing 2025: Benefits, Pitfalls & Profit Strategies

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham shares his passion for real estate investing, addressing common fears and outlining proven ways to profit in Canada's 2025 market. He tackles concerns like bad tenants, vacancies, and hidden property issues with practical solutions: professional property managers for tenant screening (e.g., surprise visits, employment verification, shared bad-tenant databases) and handling repairs/floods hassle-free; strategic closing dates (60-90 days) with first/last month's rent to avoid empty months; and contractor walk-throughs alongside inspections to spot costly fixes. Scott emphasizes a financial buffer for vacancies and pooling rents for stability.For profits, he covers appreciation (driven by population growth, Windsor's resilient market despite 3-5% price dips to $550K-$616K averages, per CMHC forecasts for 2026 recovery); cash flow (post-expenses profit, possible in Windsor-Essex but tougher in Toronto amid 2025's modest national adjustments); and mortgage paydown (tenants reduce debt, boosting equity—e.g., $50K paydown on $500K mortgage). In 2025's easing BoC rates (2.25% as of mid-year), focus on cash-flowing properties in growing areas like Southwestern Ontario, or refinance for longer terms to maximize returns. Scott teases next episode's "done-for-you" platform with Tyler Soulliere and promotes his free-trial club at invest.lendcity.ca for A-Z courses. Ideal for aspiring investors navigating 2025's suburban rental trends, sustainability focus, and recovery outlook.Host BioScott Dillingham is the founder and CEO of LendCity Mortgages, a premier online mortgage brokerage specializing in financing for real estate investors across Canada and the USA. As host of The Wisdom, Lifestyle, Money Show, Scott draws from his own journey—from sales excellence at Future Shop to building a multi-property investment portfolio—to educate listeners on mortgages, investing, and personal growth. Based in Windsor, Ontario, he has achieved top national rankings in mortgage sales and now leads a team helping Canadians secure creative financing solutions. Connect with Scott on Facebook at facebook.com/scott.dillingham or visit lendcity.ca for mortgage advice and resources.Key TakeawaysUse property managers for tenant screening (e.g., inspections, databases) to minimize bad tenants, late-night calls, and damages—worth the fee for hassle-free investing.Align closing dates (60-90 days) with tenant move-ins and first/last month's rent to eliminate vacancy costs; managers fill units quickly during transitions.Conduct contractor walk-throughs with inspections to avoid bad properties—spot hidden issues and get repair estimates upfront.Profit via appreciation: Buy in population-growing areas like Windsor (resilient despite 2025's 3-5% dips, CMHC eyes 2026 recovery) for long-term value increases.Generate cash flow: Post-expenses profit possible in Windsor-Essex; prioritize in 2025's easing rates, or accept neutral flow for high-appreciation markets like Toronto.Leverage mortgage paydown: Tenants reduce debt (e.g., $50K on $500K mortgage), building equity automatically—refinance for longer terms to boost flow and portfolio growth.For hands-off investing: Explore "done-for-you" options (next episode) or join invest.lendcity.ca club for courses on A-Z strategies.2025 outlook: Suburban rentals, sustainability trends; focus on fundamentals for appreciation amid modest national adjustments.
#6

From Bankruptcy to Realtor® Success: Kris Ramotar's Windsor Story

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham interviews Kris Ramotar, a community-focused realtor with RE/MAX Capital Diamond Realty in Windsor, Ontario. Kris shares his inspiring journey as an immigrant from Guyana arriving in Canada in 1987, overcoming personal tragedies like losing both parents in 2007-2008, job loss, divorce, and near-bankruptcy in 2009-2010—settling $126K in debt for $40-50K and buying a home just 10 months later on a single income. Entering real estate in 2016 after various jobs (truck driving, factory work), Kris emphasizes customer service, marketing homes with professional photos, drones, videos, 3D tours, and targeted social media ads that sell the neighborhood lifestyle.He discusses giving back through $500 bursaries for graduating students in Lakeshore and Belle River schools, sponsoring a local cricket team, and building lifelong client relationships—holding hands from pre-approval to post-sale support. Kris explains his switch to RE/MAX for better camaraderie, tools, and brand trust amid Windsor's evolving market. In 2025, Windsor's resilient housing scene saw average prices dip 3-5% (around $550K-$616K) with CMHC forecasting recovery in 2026, making it a buyer-friendly time despite higher renewals—perfect for first-time buyers, Kris's niche. This episode offers motivation for overcoming adversity, real estate tips for Windsor-Essex, and insights on community-driven success in Canada's 2025 market.Guest BioKris Ramotar is a dedicated Realtor® with RE/MAX Capital Diamond Realty in Windsor, Ontario, specializing in first-time home buyers and family relocations in Windsor-Essex County. Born in Guyana and immigrating to Canada in 1987, Kris overcame significant challenges—including near-bankruptcy—to build a successful career since 2016. Passionate about marketing, community giving (e.g., student bursaries and cricket team sponsorships), and long-term client relationships, he focuses on selling lifestyles and neighborhoods. Connect with Kris at krisramotar.com, on Facebook at facebook.com/KrisRamotarSalesperson, Instagram @krisramotar, or call 519-259-9310 for Windsor real estate needs.Key TakeawaysKris's journey from Guyana immigrant to realtor highlights resilience: Overcame parental losses, job loss, divorce, and $126K debt settlement to buy a home in 10 months on single income.Entered real estate in 2016 inspired by a gym conversation; focuses on first-time buyers with pre-approvals, hand-holding from start to ongoing support.Marketing edge: Uses pro photos, drones, videos, 3D tours, and targeted ads to sell neighborhoods as lifestyles, not just homes.Gives back: Sponsors $500 bursaries for Lakeshore/Belle River graduates and local cricket team, driven by passion without expecting returns.Switched to RE/MAX for camaraderie, tools, and brand trust; contrasts with previous brokerages lacking team environment.Debt recovery tip: Negotiate settlements by offering what you can afford—reduced Kris's debt from $126K to $40-50K.2025 Windsor market: Resilient with 3-5% price dips (averages $550K-$616K), CMHC predicts 2026 recovery—ideal for buyers with realtors like Kris.Life lesson: "Just do it"—hard work and no excuses lead to possibilities; build relationships for lasting success.
#5

Save Big on Mortgages: Hidden Tips Beyond Low Rates in Canada

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham shares expert strategies to maximize savings on your mortgage, emphasizing that the lowest rate is just one small factor. Drawing from over 15 years in lending, Scott reveals options often unknown to brokers and bankers, inspired by his free eBook available at lendcity.ca/ebooks. Key tips include porting CMHC fees to avoid full premiums on new purchases (e.g., crediting the original amount and topping up the difference), opting for partial charges at closing to reduce title insurance fees (saving $2,300 on a $2M home example), and choosing lenders with discounted-rate penalty calculations to halve breakage costs.He discusses penalty-free refinancing via "refinance blends," the fixed vs. variable debate (variables averaged 4.75% over 25 years, safer amid 2025's improving economy with BoC cuts to 2.25%), combining mortgages with segmentable lines of credit for flexible borrowing (e.g., for cars or investments), maximizing prepayments up to 20%, and incorporating renovations via "mortgage plus improvements" (up to $40,000 or 20% of purchase price) to avoid high-interest credit. Scott also offers a $300 appraisal rebate for LendCity clients. With 2025 forecasts showing slight affordability gains from lower rates (prime at 4.95% mid-year) but 10% higher renewal payments, this episode equips Canadian homebuyers and refinancers in Ontario and beyond to save an average $45,000 on a $500K mortgage by aligning needs with lender features.Host BioScott Dillingham is the founder and CEO of LendCity Mortgages, a premier online mortgage brokerage specializing in financing for real estate investors across Canada and the USA. As host of The Wisdom, Lifestyle, Money Show, Scott draws from his own journey—from sales excellence at Future Shop to building a multi-property investment portfolio—to educate listeners on mortgages, investing, and personal growth. Based in Windsor, Ontario, he has achieved top national rankings in mortgage sales and now leads a team helping Canadians secure creative financing solutions. Connect with Scott on Facebook at facebook.com/scott.dillingham or visit lendcity.ca for mortgage advice and resources.Key TakeawaysPort CMHC fees when upgrading homes to credit the original amount and only top up the difference, potentially saving thousands in premiums.Request partial charges at closing to register only the borrowed amount, slashing title insurance fees (e.g., from $3,000 to $700 on a $2M purchase) and preserving equity access.Choose lenders using discounted rates for penalties on fixed mortgages to cut breakage costs nearly in half compared to posted-rate calculations.Opt for penalty-free refinancing via "refinance blends" to access equity without fees, blending remaining terms with new rates.Consider variable rates (averaging 4.75% historically) amid 2025's low BoC rates (2.25%), with the option to lock into fixed if the economy improves.Combine mortgages with segmentable lines of credit for penalty-free payoffs on bonuses, inheritances, or investments, keeping statements separate for easy accounting.Maximize prepayments (up to 20% with some lenders) and build in renovations via "mortgage plus improvements" (up to $40K) to avoid high-interest credit and customize your home upfront.Claim LendCity's $300 appraisal rebate with the eBook coupon, plus align with lenders matching your goals to save an average $45K on a $500K mortgage.
#4

From Cell Phone Sales to Top Producing Realtor® with Joe Conlon

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham sits down with Joe Conlon, a top-performing real estate agent with Royal LePage Binder in Windsor, Ontario. Joe shares his remarkable transition from working as a cell phone salesperson and wedding DJ to becoming a Chairman's Club award winner (top 1% of Royal LePage agents in Canada) for four consecutive years, plus earning the Top 35 Under 35 recognition.Discover how Joe built the Joe Conlon Real Estate Team, overcame severe burnout at age 27, and scaled his business through smart systems, social media marketing, and team expansion. Packed with actionable advice on real estate success, entrepreneurship, overcoming challenges like anxiety and work-life balance, and the importance of building a strong business foundation. Whether you're a aspiring realtor, real estate investor in Windsor-Essex, or entrepreneur looking to grow your business, this episode offers valuable insights on sales strategies, lead generation via open houses and Facebook, and avoiding common pitfalls in the Canadian real estate market.Guest BioJoe Conlon is the founder and leader of the Joe Conlon Real Estate Team at Royal LePage Binder Real Estate in Windsor, Ontario. Starting his career at age 22, Joe has achieved remarkable success, including four consecutive Chairman's Club awards (top 1% nationally) and Top 35 Under 35 honors. His team now includes six agents and three assistants, specializing in residential real estate in Windsor-Essex County. With a background in sales and entrepreneurship from a family of artists, Joe emphasizes innovative marketing, client service, and scalable systems. Connect with Joe on Facebook or visit his website for Windsor real estate listings and advice.Key TakeawaysEarly Career Hustle: Joe started in sales jobs like Tim Hortons, Starbucks, Best Buy cell phones, and even ran a side DJ business for weddings before entering real estate at 22.Breakthrough in Real Estate: It took six months for his first sale, but open houses and targeting first-time homebuyers helped him build momentum. Social media (especially Facebook in 2012) gave him an edge over older agents.Overcoming Burnout: At 27, after closing 107 deals in one year, Joe hit rock bottom with anxiety and chest pains. He took a month-long break, throwing his phone in a drawer, and returned to form a team for better work-life balance.Building a Team: Starting with one assistant, Joe expanded to include agents like Steve Popovich, Jill Winglar, and others, growing to a team of nine. Focus on systems and infrastructure was key to scaling without losing client service quality.Top Advice for Entrepreneurs: Prioritize building systems and foundations early—don't hit the ground running without organization, or you'll face mental and financial costs later. Trial and error taught Joe to innovate in marketing and lead gen.Current Success: Joe's team is one of the largest in Windsor-Essex, and he anticipates a fifth Chairman's Club win, all while enjoying family time with his two children.
#3

Leverage Strategies for Investments in Canada

In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham explores smart ways to leverage assets for investments like real estate, stocks, or mutual funds, emphasizing calculated leverage to ensure returns exceed costs. He warns against credit cards (high-risk balance transfers) and unsecured lines of credit (6-14% rates, credit score hits), favoring gifts from family (viable for rentals with select lenders), home refinancing (up to 80% equity at low rates ~2-3% amid 2025 BoC cuts to 2.25%), interest-only mortgages (lowest payments, 65% LTV), and secured lines (prime +0.5-1%, penalty-free payoffs). Advanced options include margin accounts (5-6% rates for stocks, but callable), reverse mortgages for investors (new 2025 products like Bloom Finance's fixed-rate, no payments until death/refinance, 40% LTV), and RSP loans (4-8% rates, collateralize existing RSPs for additional investments without cashing out).Scott stresses consulting accountants for tax implications (e.g., interest deductibility) and using pros for stock picks. In 2025's recovering market (CMHC forecasts modest dips then 2026 growth, sustainability focus), prioritize strategies building wealth via OPM (other people's money) without overleveraging. Ideal for Canadian investors eyeing real estate amid suburban rental trends or equities in a low-rate environment—avoid pitfalls by running numbers for positive yields.Host BioScott Dillingham is the founder and CEO of LendCity Mortgages, a leading online mortgage brokerage helping real estate investors secure financing across Canada. As host of The Wisdom, Lifestyle, Money Show, he shares insights from his sales-to-entrepreneur journey, including building a portfolio of 8 properties with 12 units. Based in Windsor, Ontario, Scott focuses on creative lending, personal growth, and calculated strategies to achieve financial independence. Join his investing club at invest.lendcity.ca for exclusive tips, or visit lendcity.ca for mortgage consultations.Key TakeawaysAvoid credit cards and unsecured lines (6-14% rates, credit hits); use for emergencies only, not investing.Family gifts work for rental down payments with select lenders—great starter if available.Refinance homes to 80% equity at low 2025 rates (~2-3% post-BoC cuts to 2.25%) for flexible investing funds.Interest-only mortgages offer minimal payments (65% LTV), ideal for dividend stocks covering costs.Secured lines provide penalty-free payoffs (prime +0.5-1%), but cap at 65% LTV and watch utilization for credit health.Margin accounts enable unsecured stock borrowing (5-6%), but banks can recall amid market dips—high-risk for 2025 volatility.Reverse mortgages for investors (new fixed-rate options like Bloom's in 2025) mean no payments until death/refinance (40% LTV), per CMHC growth trends.RSP loans (4-8%) collateralize existing RSPs for extra investments without cashing out—double returns if RSPs yield well.
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