In this joint episode of the Wisdom Lifestyle Money Show, host Scott Dillingham of LendCity teams up with real estate investing coach Teresa Beneteau to deliver critical year-end financial preparation advice for investors heading into the new year. Recorded in mid-December, this timely conversation addresses one of the most overlooked yet essential aspects of building a real estate portfolio: having your documentation and tax filings in order before seeking financing.
Scott opens by sharing a powerful cautionary tale about a commercial client with a multimillion-dollar trucking facility loan who faced serious consequences from disorganized paperwork. Despite having good standing with a major bank, the client's failure to maintain proper documentation during an annual review resulted in the bank refusing to renew the loan. The client was forced into expensive private lending while scrambling to organize documents for credit union approval. This real-world example illustrates how document disorganization can cost investors thousands in unnecessary fees and higher interest rates.
Teresa emphasizes that tax filing is non-negotiable when seeking any type of financing, whether purchasing a new property, refinancing, or pulling equity for an ADU project. Lenders consistently ask for tax documents, notices of assessment, T4s or T1 generals, proof of income, and credit bureau information as part of their standard qualification process. The conversation reveals that the Canada Revenue Agency holds significant power over property owners with outstanding tax debt. If taxes remain unpaid for an extended period, the CRA can register a judgment against the property through Federal Court, creating a lien that supersedes all other lending agreements. This means the CRA can force a property sale and recover their debt before any lender receives payment, making current tax status a primary concern for mortgage approval.
The discussion turns practical as Scott explains the financing timeline for tax documentation. Lenders typically accept prior year tax returns until March or April of the following year, giving investors a window to file and prepare. However, once spring arrives, lenders begin requesting current year documentation for any closings scheduled beyond that period. Scott shares another client success story involving a homeowner who owed CRA $100,000 and needed to refinance. Major banks refused the application due to the substantial tax debt, requiring a creative two-transaction solution: first a private second mortgage to pay off CRA, followed by a refinance with a primary lender once the notice of assessment showed zero balance.
Credit scores receive significant attention in the conversation, with Scott identifying 680 as the threshold for accessing the best mortgage rates and terms in Canada. A client example demonstrates this point: a woman seeking a fixed rate under 4% was unable to qualify because her score of 613 fell below the lender's 680 minimum. While she still secured financing at 4.19% through an alternative lender, the lower score cost her better terms. Scott advises checking both Equifax and TransUnion credit bureaus, as approximately 95% of lenders use Equifax as their primary source, but items occasionally appear exclusively on TransUnion reports and can surface during CMHC reviews.
Teresa brings the joint venture perspective into focus, explaining how organized documentation demonstrates credibility to potential investment partners. When vetting JV partners, she requests both credit bureau reports and police clearances, offering her own documentation in exchange. This reciprocal transparency approach quickly reveals partner reliability. She recounts an experience where potential partners who readily accepted her documentation but refused to provide their own immediately revealed themselves as unsuitable collaborators. The principle extends beyond lending: if a partner cannot organize basic financial documents, they are unlikely to perform reliably when refinancing or capital events require timely action.
The episode concludes with actionable preparation advice for commercial financing, particularly for six-unit-plus properties. Scott recommends investors learn proper deal underwriting using the same tools lenders employ to calculate net operating income and debt coverage ratios. Combined with organized documentation, solid underwriting skills position investors for straightforward approvals. Both hosts emphasize that successful investing requires proactive preparation rather than reactive scrambling when opportunities arise.
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In this episode of the Close More Deals Podcast, host Scott Dillingham sits down with Rhys Trenhaille from the Vanguard Team at Manor Realty to reveal how everyday investors can own multimillion-dollar real estate properties using surprisingly little of their own capital. The conversation dismantles the myth that large-scale multifamily investing is only for the ultra-wealthy, showcasing government-backed financing programs that are revolutionizing apartment building acquisition across Canada.
Scott and Rhys dive deep into the mechanics of construction financing that covers up to 95% of project costs, combined with amortization periods extending to 50 years. This powerful combination dramatically improves monthly cash flow and makes previously unattainable deals financially viable. The discussion highlights how investors can develop properties, hold them briefly for appreciation, then refinance to extract their original capital while maintaining ownership and ongoing income streams. This strategy essentially allows investors to control valuable real estate assets with minimal long-term capital commitment.
The episode addresses the critical gap in Canadian housing known as the missing middle, specifically buildings with six to twelve units that few developers are building despite overwhelming demand. Rhys shares his experience developing eight-unit projects through creative conversions of older commercial properties, including transforming a century-old law office into modern residential units with live-work spaces. The conversation explores how municipalities are streamlining approval processes through digital submissions and development assistance coordinators, dramatically reducing the bureaucratic delays that historically plagued mid-scale development projects.
A significant portion of the discussion focuses on prefabricated construction methods that are disrupting traditional building economics. Rhys reveals that innovative prefab manufacturers in Ontario are now delivering complete six-plex assemblies at approximately $224 per square foot, substantially below traditional construction costs. The conversation outlines strategies for combining prefab construction with basement development to maximize unit counts on single lots, potentially creating eight-unit properties that qualify for favorable commercial financing terms.
Scott explains the opportunity for investors who want exposure to larger projects without hands-on development experience through syndication models and fractional ownership structures. LendCity is actively seeking capital partners for new development projects ranging from eight to ninety-four units across multiple Canadian markets. These partnerships offer permanent equity positions with the goal of returning investor capital through refinancing while maintaining ongoing ownership stakes.
The episode concludes with actionable advice for investors at every level, from first-time buyers considering house-plus-additional-dwelling-unit strategies to experienced developers ready to tackle larger multifamily projects. Both experts emphasize that building new construction provides superior control over outcomes compared to purchasing existing properties, particularly when leveraging programs designed for affordability, energy efficiency, and accessibility requirements.
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In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham sits down with serial real estate investor Mike Nikolica to explore his evolution from first-time house hacker to US multifamily property investor. Mike shares his two-decade journey that began at age 22 with a duplex purchase near the university, progressing through live-in flips across various cities, and ultimately discovering the cash flow potential of US markets like Cleveland and Detroit. The conversation covers practical investment strategies including house hacking to reduce housing costs, the benefits of owner-occupied financing with as little as 5% down, and the significant advantages of investing in landlord-friendly US markets where rental properties can achieve cash-on-cash returns of 12-20%.
Mike explains his transition from flipping and Airbnb properties to focusing on multifamily acquisitions ranging from 8-24 units in cities like Cleveland, where properties can be purchased for under $700,000 while generating approximately $1,000 per unit in monthly rent. He discusses the reality of DSCR loans for non-resident investors, which allow qualification based on property income rather than personal income verification. The episode emphasizes the importance of patience in real estate investing, highlighting that building a successful portfolio takes years of strategic decisions rather than overnight success. Mike also shares insights on creative financing options more readily available in the US market, including seller financing and private lending opportunities that are less accessible in Canada.
For aspiring investors, this episode provides valuable perspective on scaling from single-family properties to multifamily investments, understanding the differences between Canadian and US real estate markets, and leveraging strategies like house hacking to enter the investment property market with minimal capital. Mike's experience underscores the advantages of landlord-friendly jurisdictions in states like Ohio and Michigan, where eviction processes can be completed in weeks rather than the 18-month timelines sometimes experienced in certain Canadian provinces.
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In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham dives into the transformative CMHC refinance program for adding secondary suites across Canada, empowering homeowners to tap into up to 90% of their property's completed value. Designed to combat the housing shortage, this investor-focused initiative allows refinancing on primary residences to fund Accessory Dwelling Units (ADUs), garden suites, or basement apartments—without needing cash out for other purposes. Scott breaks down how this aligns with provincial policies like Ontario's three-unit rule, enabling seamless additions for multifamily investing and cash flow generation. Whether you're exploring laneway homes or underpinning basements, discover how these "missing middle" housing solutions can offset mortgages through rental income, making homeownership more affordable nationwide.
Scott emphasizes practical steps for success, including building in cost cushions for overruns, sourcing competitive contractor quotes, and evaluating lot sizes for compliance. He highlights variations by region—such as Alberta's flexible multi-unit allowances—and cautions against overpaying for builds like tiny homes or modular units. With 30-year amortizations available and options for conventional financing at 80% LTV to skip premiums, this program opens doors for first-time investors. Even in slower markets, adding a self-contained unit can provide steady revenue streams, supporting long-term wealth building amid rising demand for secondary suites.
Tuning into this episode equips you with actionable insights on navigating bylaws, variances for multi-story additions, and faster permitting under new legislation. Scott encourages booking a no-obligation strategy call to explore personalized options, underscoring how ADU financing via CMHC can turn your home into a revenue-generating asset. Ideal for those searching "how to finance a garden suite" or "secondary suite rental income ideas," this discussion blends expert advice with real-world strategies to enhance property value and address Canada's housing affordability challenges.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham teams up with mortgage agents and commercial developers Christine Traynor and Jennifer Champion to break down CMHC multifamily financing and reveal why Alberta has become the hotspot for multifamily property investment. This comprehensive discussion provides investors with everything they need to know about accessing government-backed financing for multifamily real estate while building long-term wealth through strategic property development.
Scott begins by providing a detailed overview of the MLI Select program, explaining how investors can access up to 95% loan to value financing with amortizations extending up to 50 years through strategic commitments to affordability, energy efficiency, and accessibility. The program operates on a points-based system where projects earn scores across three key categories, with higher points unlocking better financing terms including reduced insurance premiums and extended amortization periods. Understanding this points system is crucial for maximizing financing advantages, as investors can earn up to 100 points through affordability commitments alone, or supplement their score through energy efficiency upgrades and accessibility features that meet CSA standards.
Christine and Jennifer share their boots-on-the-ground experience developing multifamily properties in Edmonton, highlighting real investment opportunities including 20-unit and 8-unit new construction projects currently available. They explain why Alberta's landlord-friendly legislation, absence of rent control policies, and robust population growth make it an attractive alternative to expensive markets like Ontario and British Columbia. The team discusses specific financing requirements including net worth qualifications of typically 25% of the loan amount or minimum $100,000, along with liquidity requirements of approximately 10% of purchase price and development costs.
The episode reveals compelling market data showing Edmonton's population grew nearly 9% between 2022 and 2024, reaching over 1.6 million residents. Alberta is experiencing over 4% annual population growth, driven primarily by interprovincial migration from expensive provinces where affordability has become critical. Christine emphasizes Edmonton's unique advantages including median rents of $1,665 for affordable housing thresholds that align perfectly with actual market rents, allowing investors to maximize MLI Select financing without sacrificing cash flow. This contrasts sharply with markets like Windsor, Ontario, where affordable rent requirements force investors to discount market rents by approximately 50%.
Jennifer highlights Edmonton's zoning advantages where properly sized lots can accommodate eight-unit buildings compared to only three units in Ontario, effectively multiplying investment potential. These eight-unit projects typically range from $2.2 to $2.5 million with net worth requirements of $500,000 to $600,000, making them accessible through partnership structures. Whether you're an experienced developer or first-time multifamily investor, this episode provides actionable insights on structuring deals, partnering strategies, and building long-term wealth through multifamily real estate.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham from LendCity reveals a powerful yet underutilized financing program that allows business owners and real estate investors to purchase owner-occupied commercial properties—like offices, industrial, or manufacturing buildings—with up to 100% financing. Ideal for self-employed professionals transitioning from renting to owning, this program leverages your business's net operating income (NOI) to maximize leverage, often far beyond standard commercial loans. Scott shares real-world examples, including clients achieving 90-100% loan-to-value (LTV) ratios, freeing up capital for business growth while building equity in real estate.
Scott breaks down how NOI is calculated from business financials, with key add-backs like current rent expenses (e.g., removing $100,000 annual rent as a liability when buying your own space). Lenders use a reverse calculation with debt coverage ratios (typically targeting 1.2 or higher) to determine the maximum loan amount your business cash flow can support. This approach debunks common misconceptions from inexperienced underwriters and highlights why working with expert brokers like LendCity is crucial—they pre-underwrite deals in-house to spot opportunities others miss and shop multiple lenders for optimal terms.
As of late 2025, commercial lending remains cautious, with many institutions capping pure investment office buildings at 65-75% LTV due to vacancy concerns. However, owner-occupied programs from credit unions, banks, and specialized lenders (such as Meridian or BDC-aligned options) frequently allow 85-100% financing for strong NOI profiles, with competitive rates only 0.5-2% above residential and amortizations up to 25 years. Scott emphasizes the liquidity benefits: preserving cash for payroll, equipment, or expansion instead of large down payments. This episode is a must-listen for investors and business owners eyeing commercial real estate in a high-rate environment.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham welcomes Saqib Dareshani, founder of RealSwipe, a platform revolutionizing real estate investing. Saqib shares his journey from computer engineering to real estate, starting in 2009 when he sold his stocks to invest in a fourplex multifamily property. He discusses renovating the building, increasing NOI by 50%, and growing its value from $375,000 to over $1 million today. Drawing on skills from teaching app development at Carleton University and contributing to over 500 apps downloaded millions of times, Saqib explains how he merged tech and real estate to create RealSwipe—Tinder for real estate—helping investors find, analyze, and close deals efficiently.
Saqib details RealSwipe's features, including aggregating properties from MLS, WealthGenius, PadSplit, and upcoming foreclosures across Canada, the US, Mexico, and Dubai. The platform provides pro forma cap rates, projected expenses, and market rent data for quick napkin math, enabling investors to filter by buy box criteria like 8% cap rates in specific areas. It simplifies due diligence by pulling from reputable sources for accurate rents and enriches listings beyond basic MLS info. Realtors benefit too, generating PDFs with detailed data in minutes. As of November 2025, RealSwipe remains in beta, focusing on small to medium investors while planning expansions to institutional users and off-market deals.
The conversation touches on gamifying real estate to boost participation amid housing shortages, integrating CRMs with AI bots and voice agents, and building a community for masterminds and deal-sharing. Saqib emphasizes diversifying geographically and using familiar metrics like cap rates globally. Listeners get an exclusive code for a free trial, highlighting RealSwipe's investor-built approach. This episode offers insights for aspiring investors seeking tech-driven tools to streamline property hunting and analysis in a competitive market.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Shawn Quigg, a real estate investing-focused lawyer and partner at Cardinal Law in Ontario. Shawn shares his unexpected entry into real estate investing while transitioning from a career in immigration enforcement to law school in 2014-2015. Starting with a $133,000 five-bedroom house in Windsor, he rented rooms to fellow students, achieving positive cash flow and even "beer money" to ease through school. Inspired by finance classes revealing cash's vulnerability to inflation, he expanded to a second property for $236,000, converting it into a six-bedroom rental. This hands-on experience blossomed into a passion for investing, leading him to specialize in legal services for investors after stints on Bay Street and smaller firms.
Shawn discusses merging his firm with Cardinal Law alongside partner Milena Cardinal, creating a powerhouse for real estate investors. As of late 2025, he highlights major challenges like expiring low-rate loans amid declining property values, fueling a rise in power of sale proceedings—especially on large multifamily and development projects. Drawing from a recent tough case, Shawn recounts negotiating a power of sale on a building where delays ballooned debts, ultimately limiting his client's exposure from $1.8 million to just $12,000 through strategic settlements. He emphasizes proactive planning, signed joint venture agreements, and assembling the right team—including lenders and lawyers—to avoid pitfalls like unsigned contracts or incomplete value-add strategies.
The conversation stresses the importance of early consultations for renewals, raising rents where possible (considering Ontario's controls), and starting projects with end-goal financing in mind. With Windsor's average home price around $570,000 in October 2025—down slightly from previous months amid broader Ontario market declines—this episode provides timely insights for investors navigating stagnation and potential recoveries. Shawn's virtual firm serves all of Ontario, focusing on innovative solutions for age-old problems, making it a go-to for corporate structuring, private lending, and estate planning.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham discusses strategies for profiting in today's real estate market, with a focus on Canadian investors. He highlights challenges in Canada, such as difficulties in cash flowing residential properties in many areas, though opportunities persist in markets like Windsor, Sarnia, Sudbury, and Thunder Bay. Scott explains how external factors, including companies shifting operations due to U.S. tariffs, are impacting Canada's appeal for investment. For instance, as of October 15, 2025, Stellantis announced it would move production of one model to the U.S., redirecting 5,000 jobs that could have gone to Canadian plants, prompting Canada to initiate a dispute resolution process on November 3, 2025. Amid broader trade tensions, with ongoing U.S. tariffs leading to layoffs in sectors like steel and aluminum, Scott emphasizes the need for investors to explore diversified options in the U.S., Mexico, and within Canada.
Scott shares how LendCity Mortgages is creating opportunities by partnering with developers to build multifamily properties, particularly in Alberta and Ontario. He contrasts the two provinces: Alberta offers faster tenant eviction processes, no rent control, and stronger rents, making it easier to achieve positive cash flow. In Ontario, rent increases are capped (e.g., 2.5% in 2025 despite rising mortgage costs from renewals at higher rates), limiting profitability for properties with long-term tenants. Through the CMHC's MLI Select program, investors can access up to 95% financing and 50-year amortizations by incorporating affordable housing components, energy efficiency, and accessibility—earning points for premium discounts. In Alberta, affordable rents often align with market rates, avoiding the revenue loss seen in Ontario markets like Toronto, where units might rent for $3,000+ but qualify as affordable at $1,800.
Despite economic headwinds, Scott remains optimistic, noting solid appreciation and returns in select markets. He encourages joining LendCity's Weekly Investor Insight for vetted deals, including new construction projects from 8 to 94 units. As of November 2025, Canada's rental market shows moderation in rent growth amid cooling housing starts and economic uncertainty, but areas like Northern Ontario continue to offer strong cash flow potential due to lower property prices and decent rent-to-price ratios. This episode provides actionable advice for navigating shifting markets, blending lending expertise with real-world investor strategies.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Ming Lim, President of Volition Properties, a Toronto-based real estate team specializing in investor-focused strategies. Ming shares his origin story, starting at age 21 after watching Robert Kiyosaki on Oprah and reading Rich Dad Poor Dad. Fresh out of university and working at Research in Motion (BlackBerry's former name), he dove into real estate investing in Waterloo, Ontario, scaling up to 21 doors. However, the hands-on hassle of managing student rentals—painting rooms, fixing doors, and dealing with tenants—proved far from the passive income dream, leading him to seek a more sustainable model.
Frustrated, Ming networked extensively through meetups and events like REIN (Real Estate Investment Network), where he met his business partner Matt. They consolidated their portfolio in Toronto, discovering better yields, lower risks, and a professional tenant base. Volition Properties embodies this philosophy: focusing on "blue-chip" investments in A++ neighborhoods with top-tier tenants, prioritizing risk mitigation over high returns. Ming emphasizes investing in what you know, using a TIME framework (Tenant, Investor, Market, Estate) to evaluate opportunities, and buying where ideal tenants already live—such as young professionals in areas like Little Italy or East York—rather than chasing cash flow alone.
The discussion debunks myths about Toronto's market being unaffordable or non-cash-flowing, highlighting duplexes and triplexes that offset costs better than condos, especially with recent CMHC rule changes allowing lower down payments. As of November 2025, Toronto's real estate market shows signs of stability amid cooling trends: October sales dropped 9.5% year-over-year to 6,138, new listings rose 2.7% to 16,069, and average prices fell 7.2% to $1,054,372. Ming advises against condos due to rising fees and rent control, favoring sophisticated models like four-plex developments for long-term wealth. This episode provides actionable insights for investors navigating high-price markets, blending personal anecdotes with updated strategies for sustainable growth.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Carlos Rodrigues, a Canadian real estate investor who transitioned his portfolio from Ontario to the US Midwest, focusing on Cleveland, Ohio. Carlos shares his frustrations with Canadian financing limitations, including being denied a standard refinance despite strong income, leading him to explore US opportunities. He highlights discovering affordable properties in Cleveland, where he started with a $35,000 duplex that required $60,000 in renovations but appraised at $150,000 post-rehab. Emphasizing subsidized housing through the Section 8 program, where the government covers part of tenants' rent, Carlos explains how this strategy ensures stable cash flow in a market with about 50% renters in a metro area of roughly 2.1 million people.
Carlos discusses the differences between investing in the Greater Toronto Area (GTA) and the US, noting that while GTA has seen strong appreciation over the past 20-25 years, US markets like Cleveland prioritize cash flow over rapid value growth. He warns of pitfalls like point-of-sale inspections in surrounding municipalities, which can require escrow for repairs, and issues like lead remediation in older homes. With properties often being purpose-built rentals like duplexes and triplexes, Carlos stresses the importance of hands-on management, even with property managers, and shares his experiences with contractor issues and neighborhood selection to avoid high-risk areas. As of November 2025, Cleveland's housing market shows median home prices around $135,000, up 6.1% year-over-year, with modest growth projected at under 1% by year-end amid steady demand.
Now helping other Canadians through mentorship, joint ventures, and E-2 visa guidance, Carlos offers resources for setting up US entities and finding reliable professionals. He and Scott touch on LendCity's expansion into US financing with over 25,000 lenders and investor-focused team members. This episode provides practical insights for cross-border investing, blending personal anecdotes with current market data to empower listeners eyeing US real estate for long-term wealth building.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews David Garner, founder of Garnaco Group, a real estate investment firm specializing in passive US property investments for international clients. David shares insights on helping Canadians and UK investors navigate US real estate financing, drawing from his 10+ years of experience in acquisitions, asset management, and private lending. The discussion focuses on Debt Service Coverage Ratio (DSCR) loans, a product tailored for rental properties where qualification is based on the property's income potential rather than the borrower's personal finances. They bust myths about credit requirements, loan terms, and processes, emphasizing the ease for non-US residents.
Scott and David delve into practical strategies for foreigners, including loan-to-value ratios, remote signing options, and optimizing deals in markets like Kansas City and Cleveland. They highlight differences for purchases versus refinances, with tips on leveraging fix-and-flip loans for higher initial leverage before transitioning to long-term DSCR financing. As of November 2025, US mortgage rates for investment properties have stabilized, with average 30-year fixed rates around 6.1-6.35% APR per sources like Bankrate and NerdWallet, though DSCR rates for foreign nationals typically range from 5.75% to 7.5% depending on LTV, prepayment penalties, and property strength. They stress the importance of entity structures to mitigate liability and tax issues, while warning against common pitfalls like unseasoned funds or DIY renovations.
The episode offers actionable advice for building a US portfolio remotely, blending David's on-the-ground expertise with Scott's financing knowledge. With rates lower than mid-2024 peaks, now is an opportune time for Canadians to invest, supported by stable markets and infrastructure growth. Listeners gain clarity on creating accurate pro formas, negotiating appraisals, and partnering with specialists to ensure smooth closings, making this a must-hear for aspiring cross-border investors.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham welcomes Jennifer Champion and Christine Trainor from LendCity Mortgages to discuss the advantages of working with seasoned mortgage brokers for multifamily and commercial investments. Drawing from real-world examples, they highlight common pitfalls when investors go directly to banks, such as limited options, higher rates, and outright denials. Scott shares a case where a client with a 57-unit property leased to a single corporate tenant was initially offered $13 million by their bank but faced rejection upon deeper review. Through LendCity's broker network, the client secured approximately $16 million at rates about 1% lower, transforming a "no" into a viable deal with CMHC approval.
The conversation emphasizes how brokers provide access to a broader range of lenders, many of whom don't deal directly with consumers, especially in commercial spaces. Christine explains that lenders' appetites vary for products like construction loans or smaller loan amounts, and brokers can shop around to match client needs. Jennifer adds that investor-focused brokers, like herself and Christine who are investors too, offer strategic guidance on portfolio growth using tools such as conventional financing, CMHC insurance, or MLI Select programs for higher loan-to-values and longer amortizations up to 40 years. They stress the importance of forward-thinking planning to avoid suboptimal conventional loans that banks might default to, even when better CMHC options are available.
As of November 2025, CMHC has implemented updates to multi-unit mortgage loan insurance premiums effective July 14, 2025, standardizing approaches across products including MLI Select with adjusted premiums to reflect risk and affordability goals. Current Canadian mortgage rates for multifamily properties align with the episode's insights, with variable rates as low as 3.45% and fixed rates around 4.39%-4.44% for terms like 4-5 years, supporting stronger cash flow for investors. This episode provides essential tips for building real estate portfolios efficiently, underscoring the value of expert brokerage in navigating evolving market conditions.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham sits down with Rhys Wyn Trenhaile, broker and team leader of The Vanguard Team at Manor Windsor Realty Ltd. in Windsor, Ontario. Rhys shares his unique path from being a national championship-winning track and field athlete at the University of Windsor to becoming a seasoned real estate investor and broker. Starting in university, he and his teammates dove into student rentals during long training runs, sparking a passion for landlording that led to owning multiple properties early on. After earning a law degree but opting out of practicing due to low starting salaries, Rhys transitioned into real estate, leveraging his investor mindset to build a successful career over 21 years.
Rhys emphasizes the importance of working with agents who invest themselves, highlighting how his team practices what they preach—converting active income into passive wealth through properties. He discusses Windsor's evolving market, noting streamlined permitting processes via cloud systems and development coordinators, which have halved approval times from two years to one. With major projects like converting downtown buildings (including the 67-unit Canada Building) into residential spaces, Rhys points to government incentives for conversions and infill developments. As of November 2025, Windsor's real estate market remains stable with an average home price around $544,657, down slightly from previous months amid increased listings and modest sales declines, driven by infrastructure like the Gordie Howe International Bridge and ongoing population growth projections of 31% in Southwestern Ontario by 2051.
The conversation covers practical investing strategies, from overcoming mental barriers for first-time buyers to using the BRRRR method (Buy, Renovate, Rent, Refinance, Repeat) for scaling portfolios. Rhys advises on additional dwelling units (ADUs) like mother-in-law suites for cash flow without traditional duplex limitations, and warns against most condos for investments, identifying only a few viable options out of hundreds. He stresses long-term relationships over quick sales, noting how his team's honesty and expertise have led clients to retirement wealth. This episode provides actionable insights for investors in Ontario's commercial and residential scenes, blending personal anecdotes with verified market trends for building sustainable wealth.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham welcomes Jennifer Champion and Christine Traynor from LendCity's commercial mortgage team to explore value-add strategies for multi-family apartment buildings. They emphasize shifting focus from pure cashflow to forcing appreciation through rent increases to market levels and expense reductions, which are more controllable than in single-family investments. Drawing from their own active investing experiences, the guests explain how renovations and stabilization can dramatically boost property values, leading to tax-efficient wealth building without relying on market comparables.
Using a practical example, they illustrate purchasing a $1.5 million building, investing $200,000 in upgrades, and refinancing at $2.1 million for a $1.57 million loan at 75% loan-to-value, effectively recovering initial capital for infinite returns. The discussion covers essential financing tools like bridge loans for interest-only payments during renovations and takeout financing for long-term holds, including CMHC Standard and MLI Select options for higher leverage. They highlight the importance of calculating double closing costs and fees when planning profits.
The episode also addresses market selection, noting landlord-friendly regions like Alberta where value-add thrives due to flexible rent adjustments, while rent-controlled areas pose challenges. As of November 2025, Alberta's multifamily sector remains strong, with Calgary and Edmonton seeing low vacancies, population growth, and demand for upgraded units, making it ideal for these strategies. U.S. markets offer similar opportunities. This insightful conversation provides actionable tips for investors aiming to scale portfolios sustainably.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham welcomes Jennifer Champion and Christine Traynor from the LendCity Mortgages team to discuss commercial financing options for Canadian investors. Jennifer shares her journey starting as a value-add investor in New Brunswick during the uncertain times of March 2020, focusing on duplexes and fourplexes before shifting to commercial projects and now concentrating on Alberta's opportunities. She emphasizes strategies like targeting landlord-friendly provinces and leveraging the CMHC MLI Select program for 6-10 unit buildings, highlighting the importance of building to fit financing models from the outset. Christine, with her 20-year background as a real estate appraiser on Vancouver Island before transitioning to mortgages in 2024, discusses helping investors build out-of-town portfolios, particularly in Edmonton, to create legacy wealth through structured financing.
The conversation dives into how commercial mortgages differ from residential ones, basing approvals on property performance rather than personal debt ratios, similar to U.S. financing. This opens doors for investors turned down by banks, with access to multiple lenders for better terms and rates. They explain the CMHC MLI Select program's benefits, including up to 95% loan-to-cost financing, 50-year amortizations, and a 1.1 debt service coverage ratio, especially effective in markets like Edmonton where median rents support strong returns. As of November 2025, Edmonton's average rent for one-bedroom units hovers around $1,492 for furnished and slightly lower for unfurnished, according to recent rental reports, making it a prime area for multifamily investments amid ongoing economic growth.
Scott highlights the team's expertise in pre-qualifying both investors and properties, often within 24 hours, to avoid surprises and streamline deals. Whether analyzing resales or new constructions, they collaborate with builders and realtors to ensure CMHC compliance upfront. The episode wraps with advice on assembling a strong team for success in commercial real estate, teasing a deep dive in the next episode on programs, policies, trends, and pitfalls. This discussion provides actionable insights for investors looking to scale multifamily portfolios in Canada, with potential U.S. expansion.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Tom McCormick, a mechanical aerospace engineer turned real estate investor from Windsor, Ontario. Tom shares his entry into real estate during the 2020 COVID era, motivated by job uncertainty and inspired by his brother's duplex purchase near the University of Windsor. Starting with a challenging single-family home converted into an additional dwelling unit (ADU), Tom discusses the sweat equity, city code navigation, and lessons from gutting the property to the studs. He highlights how his engineering background aided in understanding building requirements, and credits his father as his first investor for providing capital to complete the basement unit and achieve cash flow.
Transitioning to U.S. investments, Tom explains leveraging his work experience in the States since 2017, including building U.S. credit, SSN, and bank accounts. He contrasts Canadian and U.S. markets, noting lower taxes, cheaper per-door costs, and more landlord-friendly laws in the U.S. as key drivers. Detailing a Detroit flip project financed through LendCity, Tom describes acquiring a dilapidated North End property for $75,000 USD with a $100,000 renovation budget, facing hurdles like an "upside down loan" where renos exceed purchase price. Renovations include structural fixes, adding a bathroom for a 4-bed, 3-bath layout, electrical rewiring, and preserving classic Detroit wood features. With an after-repair value (ARV) projected at $260,000–$270,000 USD, potentially higher in spring 2026, Tom emphasizes conservative planning and partnership models.
Tom debunks Detroit's outdated stigma, praising its vibrant downtown and safety improvements, making it an ideal backyard opportunity for Windsor investors. He outlines future projects, from quick flips to larger 8-12 unit multifamily rehabs aiming for the 1% rule on returns. Stressing action over perfection and "failing forward," this episode provides actionable insights for Canadians eyeing U.S. real estate, blending personal anecdotes with practical strategies for cross-border success amid ongoing market stability in Detroit as of November 2025.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Carmen Da Silva, a cross-border CPA and co-founder of SHARE, who specializes in helping Canadians invest in U.S. real estate. Carmen shares her journey from articling at PricewaterhouseCoopers (now PwC) in tax programs to building a family wealth management business, before relocating to Florida in 2003. She discusses her pivot to real estate investing during the 2008 financial crisis, starting with single-family rentals to replace income after selling her business. Emphasizing opportunity and preparedness, Carmen explains how she expanded her portfolio through bulk purchases in Florida and Texas, leveraging strategies like refinancing to acquire more properties without additional personal capital. She highlights the challenges of early investments, such as mortgage issues with condos and navigating hedge fund influences, leading her to focus on single-family homes.
As CFO and co-founder of SHARE (established in 2021), Carmen describes how the platform simplifies U.S. real estate investing for Canadians, offering end-to-end services from entity creation to asset management. She stresses the importance of cross-border tax planning, including foreign tax credits, state-specific filings, and entity structures like Wyoming holding companies for privacy and asset protection. Carmen warns against using U.S.-centric structures like LLCs without considering Canadian tax mismatches, which can lead to double taxation. The conversation touches on potential impacts from U.S. tax reforms under the One Big Beautiful Bill signed in July 2025, which extended 2017 tax cuts, kept corporate rates at 21%, and introduced higher tariffs—potentially affecting cross-border flows but favoring personal holdings for capital gains benefits. She advises consulting cross-border experts to avoid pitfalls in taxation, estate planning, and probate.
Carmen also shares her passion for educating the next generation, teaching her children to invest early for cash flow and tax advantages, using affordable U.S. entry points compared to Canadian markets. Drawing from Robert Kiyosaki's Cashflow 101 game, she illustrates behavioral lessons in investing, such as seizing opportunities and maintaining a cash flow mindset over scarcity. For 2025, U.S. real estate remains attractive for Canadians amid stable markets, with tools like SHARE's portal providing real-time tracking, discounted insurance, and property tax reassessments. This episode offers practical insights for building wealth across borders, blending personal stories with updated strategies amid evolving tax landscapes.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham chats with Derek Wormsbecker, a mortgage agent at LendCity who specializes in helping Canadians invest in US properties. Derek shares his journey from starting as a real estate investor in Canada by renting out his first townhouse, to selling properties and redeploying capital into the US market. Motivated by rising costs and tenant issues in Ontario, he partnered with Share—a company founded by Andrew Kim that guides Canadians through US investments—to purchase a brand-new construction home in Arkansas for $176,000 USD. With Share's support, including entity setup, banking, and inspections, the process was seamless, and the property now generates steady US income under landlord-friendly laws.
Derek highlights key differences between investing in Canada and the US, such as lower entry barriers, no strict rent controls, and favorable eviction processes. In Arkansas, non-payment of rent remains a criminal misdemeanor, with fines of $1-$25 per day after a 10-day notice, making it the only state with such provisions. He plans to sell another Canadian rental this year and invest in states like Ohio or Michigan, where prices are competitive. Scott and Derek discuss market fundamentals, noting excitement around developments like Google's $2 billion data center in Northeast Indiana, which is under construction and includes collaborations with local colleges. However, they caution on Ohio's Intel factory, which is proceeding with construction but has faced delays and controversies, including calls for CEO resignation in August 2025.
As a mortgage expert, Derek explains US financing for Canadians focuses on property cash flow rather than personal credit or income, with access to over 450 lenders through LendCity. He emphasizes the advantages of working with specialists familiar with foreign nationals, avoiding common pitfalls like higher rates on small loans under $110,000 in some states. This episode provides practical insights for Canadians eyeing US opportunities, blending personal experiences with updated market trends for building cross-border wealth.
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In this episode of the Wisdom Lifestyle Money Show, host Scott Dillingham interviews Marc Racette, CEO and co-founder of Pulse FX, a Toronto-based foreign exchange and global payments firm. Marc shares his journey starting in international business expansion in Asia, including time in Shanghai, before entering the FX industry over a decade ago. He discusses founding Pulse FX in 2024 to provide personalized FX services, emphasizing how Canadians can save significantly on currency exchanges when investing in US properties. Highlighting the convenience pitfalls of banks and online services, Marc explains how hidden markups in rates can cost thousands, and how his firm offers better rates, tools, and guidance without baking in extra fees.
Diving into market dynamics, Marc covers key factors influencing CAD/USD rates, including political shifts like Justin Trudeau's resignation on January 6, 2025, and Donald Trump's January 20, 2025, inauguration with its focus on tariffs and domestic manufacturing. He notes potential US dollar devaluation to boost exports, inflation risks from protectionist policies, and interest rate impacts—higher rates typically strengthen currencies. As of November 2025, the Bank of Canada holds its policy rate at 2.25% following an October cut, while the US Federal Reserve's target is 3.75%-4.00%. Oil prices hover around $61 per barrel, supporting CAD stability given Canada's ties to commodities. Global conflicts and safe-haven flows to USD are also flagged. Marc shares bank forecasts from late 2024 showing USD/CAD peaking near 1.45 before declining, with current rates around 1.40 (1 CAD ≈ 0.71 USD) aligning with expectations of CAD strengthening to 1.33-1.35 by end-2026 per major banks like Scotiabank and TD.
Marc outlines FX products like spot transfers, limit orders for targeting rates (e.g., 1.43), forward contracts for businesses to lock in rates up to a year ahead, and multi-currency accounts for collecting US rents without high fees. He stresses partnering with a full-service firm for transparency, lower wire costs (often free via ACH/SEPA), and compliance help for cross-border wires. Savings comparisons from January 2025 data show banks like TD at 1.48 vs. Pulse FX near 1.43-1.44, equating to 2-3% savings—potentially $5,000 on $500,000. Updated November 2025 bank rates remain higher (e.g., TD ~1.42), underscoring ongoing value. This episode equips Canadian investors with strategies to optimize FX for US real estate, blending market insights with practical tools for wealth building.
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