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

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

Auteur(s): Glen Sutherland
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Helping anyone invest in the U.S. real estate market from anywhere!All rights reserved
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  • EP398 The Best Tax Strategy Is a Year-Round Mindset with Priscila Cosentino
    Dec 11 2025
    In this episode of Canadian Investing in the U.S., host Glen Sutherland interviews Priscilla (Pre) Cosentino, a U.S.-based financial advisor, author, and mentor who specializes in helping clients build a true wealth mindset. Priscilla explains that financial planning is about much more than simply accumulating money—it’s about aligning one’s financial goals with personal values and life purpose. She shares examples of clients with vastly different goals, from relocating overseas to buying a first home or going back to school, emphasizing that understanding what matters most to each person drives the right financial and investment strategies. The conversation then dives into tax planning—a subject many people only think about when faced with a large bill. Priscilla stresses that effective tax planning must be proactive, not reactive, and should begin now, regardless of the time of year. She encourages investors to build an “A-Team” of professionals—financial planner, CPA, and attorney—who collaborate to design forward-looking strategies that balance current actions with future goals. She also offers practical advice on how to prepare for planning meetings, such as bringing an overview of assets, account types, and investment values. The episode closes with a thought-provoking reminder: financial planning should start with your end goal in mind—how you want to be remembered and what legacy you want to leave behind—and then reverse-engineer your path toward that vision.
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    16 min
  • EP397 New Chapter for Cross-Border Investors- Expanding Cross-Border Tax Support w Kris McEvoy & Tim Miron
    Dec 4 2025
    In this episode of Canadian Investing in the U.S., Glen Sutherland welcomes two guests — cross-border CPA Chris McAvoy of LEAP ACT and Tim Myron, founder of Pursuit CPA in Burlington, Ontario. The discussion centers on the merger between LEAP ACT and Pursuit CPA, which will combine their teams into a single 20-person firm with offices in both Burlington and Niagara. The merger allows clients from the GTA and Niagara regions to access the same cross-border tax expertise more conveniently, while maintaining continuity of service. Tim highlights that his firm already handles numerous U.S.-related corporate structures and cross-border clients, ensuring that the expertise LEAP ACT clients rely on will remain in place. Chris also announces his departure from LEAP ACT to join a technology company as an executive officer, a longtime client that recently achieved significant scientific breakthroughs and funding. He expresses confidence in Tim’s leadership and notes that key relationships with partners like Global Tax Services (Ali Ajami) and cross-border legal collaborators will remain intact. The group discusses how the transition will strengthen service delivery and maintain collaboration between Canadian and U.S. advisors. Chris thanks Glen and the investing community for their support and shares plans to become more active personally in real-estate investing, coming full circle from accountant to investor. Glen closes by expressing excitement for the transition and the continued partnership with the expanded Pursuit-LEAP team.
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    11 min
  • EP396 Creative Strategies for Today’s Real Estate Market with Patrick Grimes
    Nov 27 2025
    Patrick Grimes joins Glen Sutherland to share his evolution from a corporate engineer to a full-time investor focused on building recession-resilient wealth. After losing big during the 2008 financial crisis, Patrick rebuilt his strategy by shifting away from speculative deals toward stabilized, cash-flowing assets in diversified markets like Houston. He emphasizes the importance of learning from failure, studying how the wealthy allocate capital, and building portfolios that can withstand economic downturns through diversification across asset classes and industries. Today, Patrick leads Passive Investing Mastery, a platform educating investors on more than 50 types of alternative investments beyond the stock market—from private credit and legal funds to industrial and healthcare opportunities. He advocates blending non-correlated assets such as real estate, energy, and precious metals to protect and grow wealth regardless of market cycles. As Patrick notes, “The best time to diversify was two years ago. The second best time is today.”
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    21 min
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