A Canadian Investing in the U.S. with Glen Sutherland

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 financ...

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, populati...

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...

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 es...

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 a...

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, Brad...

Mathieu Bourgouin, a Canadian real estate investor and agent from Mont-Tremblant, Quebec, started investing in the U.S. in 2014. His journey began in Florida and then expanded to Pittsburgh, including ventures in wholesaling and mobile home parks. He has now transitioned primarily to short-term rental properties in Florida. • Initial Investments: Mathieu found U.S. properties more affordable than...

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 le...

In this episode of "A Canadian Investing in the U.S.," host Glen Sutherland interviews Jonathan Nichols, co-founder of Apogee Capital, a multifamily real estate investment company based in the Dallas-Fort Worth area. Jonathan shares his journey into real estate investing, which began about seven or eight years ago with single-family rentals. Along with his wife Paula, they transitioned from buying...

In this episode, Glen Sutherland interviews Amresh Singh, who runs Home Abroad, a firm that assists international investors in purchasing U.S. real estate. Amresh shares insights into the challenges foreign investors face and how his company provides a comprehensive solution. Key Points Discussed: Introduction to Home Abroad: Home Abroad is a one-stop shop for global investors, offering services f...

In this episode, Glen interviews Taha Khan, a Canadian CPA with a U.S. license, who specializes in helping Canadians navigate the complex world of cross-border taxation. The conversation is centered around real estate investors, snowbirds, and business owners who spend time or have assets in the United States. Key Topics Covered: Substantial Presence Test (SPT): Taha breaks down how Canadians can...

Trisha Lehane – Realtor based in Scottsdale, Arizona with RE/MAX, specializing in working with Canadian buyers and sellers. Background: Originally from Canada, Trisha has lived in Arizona for 20 years. She has deep roots in Canadian provinces like Manitoba, Saskatchewan, Alberta, BC, and Yukon. Her real estate career pivoted to working with Canadians after selling a million-dollar property to a Va...

In this episode, Glen sits down with Ian, founder of Avoca Property, for a candid and action-packed conversation about the real behind-the-scenes journey of closing a multifamily deal. From early missteps in digital marketing and investor engagement, to legal battles, PE fund bait-and-switches, and $200,000 in legal fees — Ian doesn’t hold back on the tough lessons learned. They talk about: The ch...

In this episode of "A Canadian Investing in the US," host Glen Sutherland interviews Chris Micucci, a college professor and real estate investor who began investing just over three years ago. After taking Glen's class, Chris quickly seized an opportunity presented in an email and bought his first property. Since then, he has engaged in various investment strategies, including flips and the BRRRR (...

In this episode, we dive into how FrontLobby helps landlords report rent payments to credit bureaus, screen tenants, and improve rental management. Our guest explains how incorporating FrontLobby into lease agreements and rental ads can attract high-quality tenants and ensure timely rent payments.

In this episode, Glen Sutherland sits down with David Chris from Action to Call to explore how AI-powered virtual agents are transforming business communication. They discuss how AI can handle customer interactions, schedule appointments, and improve response times—ensuring businesses never miss a call. David shares real-world applications, including AI-driven real estate assistants and Airbnb con...

This podcast features a conversation with a real estate investor who specializes in the "rent-by-the-room" strategy, particularly targeting college students near major universities. The guest shares their expertise on identifying suitable properties, adapting spaces to maximize rental income, and navigating financing challenges in this niche. Key Topics Discussed 1. Researching Locations and Under...

In this week’s episode, I sat down with Jane from Elgon Financial Advisors, who specializes in helping foreign-born individuals navigate US finances. We covered everything you need to know about building US credit as a Canadian investor!

Kayla Andrade emphasizes the importance of landlords staying informed and advocating for policy changes to better support the housing industry in Ontario. She encourages collaboration with elected officials and industry experts to address issues like tenant accountability and affordable housing. Tenant Screening and Rent Reporting: Tenant screening is crucial to avoid problematic tenants. Kayla ad...

EP360 How to Restart Real Estate After Losing it All with Mathew Owens by Glen Sutherland

This podcast episode of Canadian Investing in the USA features Rich Monroe, an experienced real estate investor based in Atlanta, Georgia, who focuses on short-term rentals, Airbnbs, and boutique hotels. Over his 20-year career, Rich has worked with single-family homes, multi-family properties, and hotels. His main focus has shifted toward distressed property investments, particularly boutique hot...

The podcast episode is a deep dive into creative financing for land deals, focusing on strategies like land contracts, due diligence, and automation in the land investing business. Here’s a summary of the key points: Selling Land with Creative Financing The guest discusses selling land using a land contract rather than a lease option or contract for deed. A land contract ties the property to a pro...

This episode explores the world of manufactured housing as a unique investment opportunity in the US. Glen is joined by Alden and Sean, who specialize in originating notes and investing in manufactured housing communities, providing insights into this niche market. Key Highlights 1. Defining Manufactured Housing Often confused with RVs or trailers, manufactured homes are single-move properties tra...

In this episode, I sit down with Ian Horowitz from Equity Warehouse to discuss the journey of scaling a real estate portfolio, managing risk, and knowing when to sell. Ian shares his experience transitioning from high-risk investments in Baltimore to more stable and profitable deals in primary markets like Philadelphia.