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

Glen Sutherland

Helping anyone invest in the U.S. real estate market from anywhere!

  1. EP412 Negociating Seller Financing, and Finding Win-Win Deals with Marti Jo Watts

    MAR 19

    EP412 Negociating Seller Financing, and Finding Win-Win Deals with Marti Jo Watts

    Marti Jo Watts shares a raw, emotional turning point: before COVID she was a high-earning medical consultant managing large territories in Indiana and Kentucky, until her company terminated hundreds of consultants during the vaccine-era mandate period. As a single mom already carrying years of stress around her son’s long medical journey (18 head surgeries from infancy to adulthood), losing her job collapsed her finances and stability—house gone, car gone, cramped apartment life, and the humbling moment of her kids helping pay bills. A defining scene hits when she nearly takes the vaccine out of fear of losing everything, but a traffic accident makes her miss the appointment; her son’s quiet disappointment (“I thought you would fight harder”) becomes the catalyst that anchors her back to her principles and faith. At her lowest, Marty stumbles into a coaching program on YouTube and realizes real estate isn’t reserved for the wealthy—then invests her last resources to join the community and learn creative finance. Momentum follows: a first deal flipping 40 acres with an easement issue (moving fast before competitors), then a “relationship deal” where her best friend asks her to sell a medical clinic in exchange for a Hawaii trip—leading to a partnership purchase and plans to open a medical spa instead of flipping. The conversation turns practical: Marty emphasizes telling people what you do, solving the seller’s “pain,” keeping deals win-win, and using creative terms (seller financing / payment structures) to benefit sellers—especially with tax and “mailbox money” advantages. She closes with a motivational call: regardless of where you’re starting, have conversations, don’t fear big numbers, and build your path deal by deal.

    30 min
  2. EP411 What To Do When You Receive an Unexpected Tax Bill with Tim Miron

    MAR 12

    EP411 What To Do When You Receive an Unexpected Tax Bill with Tim Miron

    In this episode of Canadian Investing in the US, Glen Sutherland sits down with returning guest Tim Miron, founder and president of Pursuit CPA, to discuss what investors should do when they receive an unexpected tax bill. Tim explains that the most important step is to file your taxes on time, even if you cannot immediately pay the balance. Filing late can trigger significant penalties—such as Canada’s 5% late filing penalty plus additional monthly interest—which can quickly increase the amount owed. Instead of avoiding the issue, Tim encourages investors to determine the exact amount owed as early as possible so they can create a plan to deal with it. The conversation also explores practical strategies for managing a surprise tax bill, including using lower-interest financing (such as a line of credit or refinancing), negotiating payment arrangements with tax authorities, and exploring taxpayer relief programs if extraordinary circumstances caused the issue. Tim emphasizes the importance of proactive tax planning, recommending that investors review their tax strategy in mid-year so there’s still time to make adjustments before year-end. Glen and Tim also highlight the value of communicating with your accountant before making major financial decisions—like buying vehicles or structuring business expenses—so that investors can deploy their money in the most tax-efficient way possible.

    19 min
  3. EP408 High-Income Activities Canadians Must Focus On in U.S. Real Estate with Joe Evangelisti

    FEB 19

    EP408 High-Income Activities Canadians Must Focus On in U.S. Real Estate with Joe Evangelisti

    Glen brings back Joe Evangelliti to share his “5 Bottlenecks” framework—a universal set of constraints that keep entrepreneurs (especially real estate investors) stuck. The 5 bottlenecks framework 1) Mindset / limiting beliefs You don’t get what you “conceive”—you get what you believe you can achieve. “Rational lies” = the stories we tell ourselves to avoid action (not smart enough, not ready, what will people think, etc.). Fastest unlock question: “What do I want?” (not what spouse/parents/friends want). 2) Clarity + reverse engineering (Point B → Point A) People plan vacations with precision but plan their lives in vague “wish” language. Define Point B clearly, assess Point A honestly, then close the gap. 3) Toolkit audit (simplify your tools/systems) Too much tech can create complexity and distraction. Quote-worthy idea: if you can’t do it with notepad + pen + phone, software won’t save you. Build consistent deal flow first; avoid shiny-object “easy button” chasing. 4) Rule of 168 (time control) Everyone has 168 hours/week—top performers just allocate it differently. Focus on: High-income activities (directly produce revenue now) High-gain activities (life/relationships/health that matter long-term) Track what moves the needle (e.g., offers made). Many people feel busy but do zero needle-moving actions. Calendar discipline = presence. “Show me your calendar and I can almost tell you your net worth.” 5) The trifecta (the “bow”) Execution (do the work, ship the offer, take the shot) Course correction (pivot around obstacles instead of quitting or forcing a broken plan) Radical accountability (someone outside your inner circle who won’t let you off the hook)

    43 min
5
out of 5
6 Ratings

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Helping anyone invest in the U.S. real estate market from anywhere!

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