In this episode, Glen Sutherland talks with Marian Welch, a Canadian investor and creative dealmaker who turned adversity into opportunity. Marian shares how she uses strategies like rent-to-own and vendor take-back to solve problems for buyers and sellers, and how her investing journey has expanded from Canada into the U.S. and Mexico.
In this episode, Glen welcomes back Canadian CPA Kris McEvoy to unpack the hidden tax challenges Canadian investors face with U.S. real estate. They break down common pitfalls—like FIRPTA withholding, state taxes, and timing issues—and share proactive strategies to avoid surprise tax bills. From choosing the right entity setup to tracking expenses and working with the right professionals, this conversation highlights how smart planning can protect profits in cross-border investing.
In this episode of Canadian Investing in the U.S., Glen Sutherland chats with Donalta Hall about her journey from an IT career in Toronto to U.S. residency through the E2 visa program. Donalta shares how short-term rentals helped her qualify, what it was like relocating her family to Alabama, and why the state is attracting more Canadian investors.
What if you could earn steady real estate income without tenants, repairs, or property management headaches? In this episode, Glen Sutherland talks with Eddie Speed, a 45-year veteran and founder of Note School, about the power of note investing—becoming the bank instead of the landlord. Eddie shares why mortgage notes can deliver: 💸 Higher monthly cash flow 😌 Less stress and hassle 🏡 Built-in equity cushion You’ll also learn how to properly underwrite deals, manage risk, and use professional servicers to handle payments, defaults, and even foreclosures. With decades of experience, Eddie shows how investors can create passive income and long-term wealth with confidence.
In this episode, Bronson Hill shares a simple framework to help passive investors vet real estate sponsors before committing capital. From assessing the market and sponsor to asking the right questions—like “What’s the biggest risk in this project?”—you’ll learn how to spot integrity, experience, and conservative underwriting. If you want to protect your capital and invest with confidence, this conversation is a must-listen.
In this episode of Canadian Investing in the US, Glen Sutherland interviews Nathan Turner, also known as “The Canadian Note Guy.” Nathan shares how he transitioned from traditional real estate to buying non-performing mortgage notes in the U.S. He explains how he works with borrowers, modifies loans, and creates returns through creative strategies. They also discuss fund management, investor relations, due diligence, and the advantages of note investing—like lower costs and less hands-on work compared to rentals. Glen and Nathan reflect on key lessons around partnerships, focus, and building long-term momentum.
In this episode of Canadian Investing in the US, Glen Sutherland welcomes back CPA Kristopher McEvoy for another installment of their monthly accounting Q&A series. Kristopher, a Canadian accountant based in Fonthill, Ontario, specializes in cross-border taxation and real estate investing. He tackles a key question from investors: when should you start using QuickBooks Online (QBO)? While newer buy-and-hold investors may get by with spreadsheets initially, Kristopher explains that investors with more complex operations—like flips or BRRRRs—need proper systems early on to track profitability and stay tax-compliant. Kristopher emphasizes that accounting software like QBO not only helps with tax filing but also enables better business management through automation, delegation, and financial reporting. He highlights the unique nuances of real estate bookkeeping, such as capitalizing interest during renovations and correctly categorizing repairs vs. improvements. For growing investors, Kristopher’s firm, LEAP ACT, offers flat-fee bookkeeping services that scale with volume, making it especially valuable for those managing multiple deals. Listeners can connect with him at leapACT.ca and are encouraged to mention the podcast when reaching out.
In this episode of Canadian Investing in the US, Glen Sutherland speaks with Torrin Brauch, an American expat who relocated to Ecuador in search of a better food supply and overall quality of life. Torrin shares his journey from growing organic food on a farm in Florida to building a 17-unit eco-lodge in the Andes Mountains of Ecuador. He discusses his motivations for leaving the U.S., the process of buying his first property within days of arriving, and how Ecuador’s low property taxes, favorable climate, and structured property registry system made it a compelling place to settle and invest. Torrin now operates a hospitality and real estate development business under the banner Live the Life in Ecuador, offering seller-financed lots, sustainable housing, and relocation support for foreigners. He walks listeners through the logistics of buying property, visa options, and the legal framework for ownership and financing in Ecuador. Torrin also highlights the lifestyle benefits, including clean air, fresh food from community food forests, and a welcoming local culture. Interested visitors can learn more or arrange a stay through his website, livethelifeinecuador.com.
In this episode, Glen Sutherland reconnects with Aurelien Bonin to explore how AI and automation are transforming real estate investing. Aurelien shares how he uses tools like ChatGPT, Zapier, and N8N to streamline operations across his Canadian and U.S. portfolio, while Glen adds how he leverages AI for contract analysis and VA systems. They also dive into the limits of automation, the power of collaboration, and their joint efforts on multifamily deals. A must-listen for investors looking to scale smarter!
In this episode of Canadian Investing in the US, Glen Sutherland welcomes back immigration attorney Mena Maimone of Maimone Legal to clarify recent misinformation circulating online about a so-called "$250 visa fee" for Canadians entering the United States. Mena explains that this is actually the Visa Integrity Fee, which applies only to new U.S. visa applications—such as E2 investor visas or student visas—and has recently increased from $250 to $500. It does not affect Canadians traveling as visitors for shopping, vacations, or short business trips, nor does it impact those who already hold valid visas until they renew. The discussion highlights how social media has distorted the facts, leading many to believe the fee applies at the border to all travelers. The conversation also addresses rumors that Canadians are being detained or deported in large numbers when entering the U.S. Mena confirms these claims are unfounded, noting that any detentions are typically tied to legitimate issues such as criminal history or security concerns. She suggests that fear-driven narratives may be partly motivated by concern over the increasing number of Canadians—especially high-income earners and investors—moving south for business and lifestyle opportunities. Both Glen and Mena encourage listeners to seek accurate, professional advice rather than rely on online hearsay, assuring that cross-border travel and investment remain accessible and safe for most Canadians.
In this episode, Glen Sutherland chats with Linda Holtz about her inspiring path from managing other people’s properties to co-founding M2RE (Married to Real Estate) with her husband. Linda shares how she started with single-family homes, moved into passive syndications, and then took the leap into active ownership — all while staying true to her values of transparency and relationship-building. They also talk about how she met her husband (thanks to his mom on a girls’ trip!) and how their shared background in property management became the foundation for their business. 🎧 Key takeaways: ✔️ Start small and grow with experience ✔️ Why honesty builds trust with investors ✔️ The power of complementary skills in a partnership
In this episode, Glen Sutherland is joined by his personal accountant, Kristopher McEvoy, a Canadian CPA specializing in cross-border taxation. Kristopher works with clients investing in U.S. real estate, as well as those relocating or expanding businesses between Canada and the U.S. The discussion centers around a frequently asked question: what’s the most efficient way for Canadians to pay themselves from their U.S. real estate or business income? Kristopher explains that the answer depends on the ownership structure: If using a U.S. Limited Partnership (LP): You’re taxed annually on profits—not on withdrawals—so taking money out has no further tax consequences. If using a U.S. Corporation: Paying yourself personally via dividends or payroll can be highly tax inefficient, with a potential combined tax burden of up to 50–60%. A more efficient strategy involves using a Canadian corporation to own the U.S. corporation, enabling: Management fees Interest charges Intercompany dividends (typically subject to only 5% U.S. withholding tax under the current tax treaty)
In this episode, Glen Sutherland talks with financial advisor and author John De Goey about how common behavioral biases—like confirmation bias, loss aversion, and overconfidence—can quietly influence our money choices. John shares real-life examples and practical tips to help investors become more self-aware and make smarter financial decisions. Learn how your mindset might be shaping your financial future more than you realize.
In this episode, Glen Sutherland chats with Lindsey Davis, CEO of Spartan Invest, about why Alabama is becoming a prime rental market for out-of-state and international investors. Lindsey explains how Alabama’s low property taxes, landlord-friendly laws, and affordable turnkey properties create an ideal environment for real estate investors. They also dive into the state’s strong economy, population growth, and how Spartan Invest’s full-service model offers a truly hands-off experience. If you're looking for cash flow and long-term stability in the U.S. market, this episode is packed with valuable insights. 🎧 Tune in now to discover why Alabama might be your next great investment opportunity.
Glen Sutherland welcomes back Marcin Drozdz to share how his U.S. real estate journey has grown since his earlier appearances. Marcin talks about his shift from single-family homes to larger commercial deals, including industrial and multifamily properties. He shares valuable lessons on partnerships, deal structures, lender challenges, and the importance of staying flexible. The episode also dives into mindset, risk, and how building the right network can accelerate success. Marcin explains how taking action—even when things aren’t perfect—can lead to incredible growth and opportunities. A must-listen for Canadian investors exploring U.S. real estate!
EP375 The Remote Real Estate Investor with Steve Pletz by Glen Sutherland
In this episode, Glen Sutherland and Kristopher McEvoy dive into the potential impact of proposed U.S. tax legislation on Canadian investors with U.S. assets. They discuss why proper investment structuring is more important than ever, the risks of increased withholding taxes, and how treaty changes could affect future returns. Kristopher shares why working with cross-border tax professionals is essential and offers practical strategies to help Canadians stay compliant, tax-efficient, and prepared for international policy shifts.
In this insightful podcast interview, Glen speaks with experts about the E2 visa process, offering invaluable advice for Canadians interested in launching or expanding their businesses in the U.S. They delve into key topics such as the essential elements of a successful business plan, the importance of creating jobs, and the flexibility of the E2 visa for those looking to buy or build businesses across various industries. From property management to consulting firms, the conversation highlights the diverse opportunities available, including the option to bring essential employees from Canada. They also tackle common concerns about U.S. immigration and the border process, offering reassurance to Canadians considering the E2 route. Whether you're thinking of relocating or running a business remotely, this episode provides crucial insights for anyone looking to navigate the U.S. business landscape through the E2 visa.
In this conversation, Brady shares the powerful mindset shift that helped him level up: you're either learning or earning, but rarely both at once. He explains that growth often comes through discomfort, whether it’s financial loss, stress, or failure. The key is to not quit during the learning phase, as that’s what ultimately leads to the big wins. Drawing from his experience in real estate, Brady describes how he built his skills by severing large lots in Ontario and navigating local zoning codes — a practice that later scaled into high-profit land entitlement deals across the U.S. through his company, The Barefoot Land Co., which focuses on sourcing undervalued land and securing zoning approvals for self-storage developments. He emphasizes the transferability of skills: the same zoning principles that yielded $200K deals in Canada can produce million-dollar profits in the U.S. if applied correctly. The final part of the discussion focuses on execution. Brady stresses that many real estate investors fail because they act like hobbyists, not operators — they lack systems, teams, and processes. To help others avoid that fate, he runs a free weekly accountability huddle called “0 to 100,” where aspiring investors can stay consistent, ask questions, and build alongside others. He encourages people to start small, build foundational knowledge, and surround themselves with a community of doers to accelerate growth and stay accountable.
In this episode of "Canadian Investing in the US," host Glen Sutherland interviews Brett Henry, a real estate broker in the Dominican Republic. Originally from Saskatchewan, Canada, Brett transitioned from a 20-year career as a police officer to becoming a successful entrepreneur in real estate. He shares his journey of moving to the Dominican Republic after investing in a bar, which eventually led him to explore opportunities in real estate. Brett discusses the unique real estate landscape in the Dominican Republic, emphasizing the importance of having a knowledgeable broker due to the lack of a centralized MLS system. He co-founded his brokerage, RealtordR.com, with a focus on quality marketing and providing up-to-date listings to cater to Canadian and American buyers. Brett highlights the economic advantages of investing in the Dominican Republic, including the country's stability, safety, and the rights of foreign investors to own property outright. Throughout the conversation, Brett touches on various topics, such as the appeal of the north coast of the Dominican Republic, the vibrant expat community, and the country's diverse economy, which includes gold mining and agriculture. He explains the process of obtaining mortgages in the DR, noting that while financing is available, substantial down payments are required. Brett also shares insights into the local culture, the benefits of living in the Dominican Republic, and the potential for profitable rental income through short-term rentals like Airbnb. He encourages listeners to consider the lifestyle advantages of moving to the DR, emphasizing the friendly atmosphere and low cost of living. In closing, Brett invites those interested in exploring real estate opportunities in the Dominican Republic to reach out, providing his contact information and encouraging potential investors to experience the region for themselves.