Investing To Win

Donor Advised Funds Explained: Smarter Charitable Giving with John Bromley In this episode of *Investing to Win*, host **Garret Wong** sits down with John Bromley to dive into: - Donor Advised Funds and modern charitable giving - Charity law, donor transparency, and tax-efficient philanthropy - Building a culture of proactive giving in Canada …and the powerful lessons entrepreneurs, investors, and...

Emotional Intelligence for Men: Redefining Success at Home and Work In this episode of *Investing to Win*, host **Garret Wong** sits down with Mitchell Osmond to dive into: - Emotional intelligence and masculine leadership - Marriage, communication, and relationship breakdown in high performers - Work-life integration, burnout prevention, and redefining success …and the powerful lessons entreprene...

Alternative Investments & Private Credit: How Smart Investors Build Recession-Resilient Wealth In this episode of *Investing to Win*, host **Garret Wong** sits down with Patrick Grimes to dive into: - Alternative investments and private credit strategies - Litigation finance and medical receivables investing - Portfolio diversification and recession resilience …and the powerful lessons entrepr...

Fractional COO Strategies for Scaling, Turnarounds & Business Exits with Ashish Gupta In this episode of *Investing to Win*, host **Garret Wong** sits down with Ashish Gupta to dive into: - Fractional COO leadership and business turnarounds - Scaling small and mid-sized businesses for sustainable growth - Company culture, hiring, and remote team performance …and the powerful lessons entreprene...

Private Markets: How Interval Funds Are Opening Access to Alternatives with Kimberly Flynn In this episode of *Investing to Win*, host **Garret Wong** sits down with Kimberly Flynn to dive into: - Private markets and the rise of interval funds - How private equity and private credit are becoming accessible to individual investors - The decline of the traditional 60/40 portfolio and the future of d...

Slow Fashion & Ethical Entrepreneurship with Blue Meets Blue Founder Shahd El-Asali In this episode of *Investing to Win*, host **Garret Wong** sits down with Shahd El-Asali to dive into: - Slow fashion as a tool for ethical entrepreneurship and social healing - Employing refugees through trauma-informed, purpose-driven business - Redefining success beyond profit and scale …and the powerful le...

What does it take to turn decades in the restaurant business into a $450 million real estate empire? In this episode, Garret Wong sits down with multifamily investor, author, and educator Gino Barbaro to unpack his incredible journey from owning an Italian restaurant in New York to building one of the largest educational communities in multifamily real estate. Gino shares the hard lessons from los...

When failed surgeries and chronic pain brought neurologist Dr. Fawad Mian to the brink, he didn’t double down on prescriptions; he turned inward. In this episode, Garret Wong speaks with Dr. Mian about how regenerative therapies, such as PRP, prolotherapy, and stem cells, are helping people heal without the need for drugs or scalpels. They also explore how stress, burnout, and performance pressure...

Home Care Franchising: Building Ethical, Scalable Elder Care with Amrit Dhaliwal In this episode of *Investing to Win*, host **Garret Wong** sits down with Amrit Dhaliwal to dive into: - Home care franchising as a scalable, purpose-driven business model - Rebranding and modernizing elder care services - Entrepreneurship, franchising, and long-term impact …and the powerful lessons entrepreneurs, in...

In this episode of Investing to Win , Garret Wong sits down with Adrian Reid, a former corporate strategist turned full-time stock and crypto trader. They explore the difference between building wealth through real estate versus systematic trading—and why aligning your investment strategy with your personality is the real key to winning. Whether you’re feeling stuck in the property market or curio...

In this episode of Investing to Win , Garret Wong sits down with Louis O’Connor, founder of Strategic Metals Invest, to discuss one of the most overlooked yet critical asset classes of the modern era—rare earth and strategic metals. From the tech in your smartphone to global defense systems, these metals are shaping the future. Learn how private investors can profit from this growing demand and wh...

What does it take to live longer and better, especially as an entrepreneur? In this episode, Garret Wong is joined by Mark Young, a doctor of functional medicine and founder of a marketing agency focused on health and longevity, to explore how intentional living can reverse stress damage, optimize your biology, and drive deeper impact. From spiritual grounding to nutritional upgrades, this is a ma...

In this episode of Investing to Win , Garret Wong chats with Kate Assaraf, the founder of Dip Sustainable Hair Care, to uncover how she built a wildly successful plastic-free brand by going against every marketing norm — no Amazon, no influencers, no ads. Kate shares her journey from a plastic-conscious mom to a purpose-driven CEO who champions small retail, authentic customer care, and human-to-h...

In this episode of Investing to Win , Garret Wong is joined by note investing legend Eddie Speed . With over 40 years in the real estate and finance game, Eddie explains why becoming the lender—rather than the landlord—can lead to more control, less stress, and long-term passive income. Whether you're a seasoned investor or just tired of tenant headaches, this episode opens the door to a powerful...

In this episode of Investing to Win , Garret Wong sits down with Hacia Atherton, a fifth-generation tradeswoman who became the first woman in her family’s legacy to take up plumbing. Hacia shares her powerful story of building a meaningful trade business while breaking into an industry traditionally dominated by men. It’s an inspiring, practical conversation about purpose, grit, and what it means...

In this episode, Garret Wong sits down with direct selling legend John Solleder to discuss the mindset, values, and strategies it takes to succeed, not just in business, but in life. From faith to failure to financial freedom, John shares raw insights from his 42-year journey in network marketing and personal growth. Timestamps: [00:00:00] Introduction Garret introduces the episode and previews th...

In this episode, Garret Wong sits down with Zach Lemaster, founder and CEO of Rent to Retirement, to break down the power of turnkey investing, build-to-rent strategies, and why new construction might beat renovations in today’s market. Whether you’re a Canadian investor eyeing U.S. real estate or a seasoned buyer wanting strategic growth, Zach brings a tactical, no-fluff perspective to wealth bui...

Ready to turn retirement dreams into cashflow reality? In this episode, multifamily specialist Chris Williams reveals the little-known investment habits and asset strategies that generate passive income and build generational wealth. Whether you’ve never bought a duplex or you’re considering a syndication—this is the roadmap. Episode Breakdown [00:00] Meet Chris Williams: from corporate world to m...

In this episode, we sit down with Chris Long, founder of Long Yards, a groundbreaking company transforming the industrial outdoor storage (IOS) space. Chris shares how he transitioned from carpentry to building a nationwide storage business, offering high-cashflow opportunities and redefining how small businesses and trades access space. If you've ever been curious about niche real estate investin...

In this eye-opening episode, we sit down with financial expert Bill Westrom to explore how everyday consumers can take control of their finances, break free from traditional banking traps, and leverage simple strategies to save thousands in interest. Bill shares his revolutionary Credit Line Banking method — a practical system that puts you in the driver's seat of your financial future. Timestamps...

In this episode of Investing to Win , Garret Wong chats with real estate investor Jessie Lang, who scaled from house hacking in Austin to owning over 70 rental doors in just 36 months. Jessie breaks down the BRRR method, shares her biggest property management lessons, and reveals the systems and mindset shifts that made her real estate journey successful. Timestamps: [00:00:00] Introduction: Meet...

In this inspiring episode of Investing to Win , Garret Wong sits down with Sun Yong Kim—an entrepreneur, real estate investor, and options trading coach—whose remarkable journey began in a South Korean orphanage. Sun Yong shares how she overcame unimaginable hardships, retired early with no savings, and ultimately built a seven-figure income through savvy investing and unshakable resilience. Times...

In this episode of the Investing to Win podcast, Garret sits down with Dave Seymour—former firefighter, star of A&E’s Flipping Boston , and now CEO of Freedom Venture Investments. Dave shares his remarkable journey from financial struggle and addiction recovery to becoming a leading multifamily syndicator. If you’ve ever considered pivoting your career or scaling up your real estate investment...

In this inspiring episode, we sit down with Olympic gold medalist Michelle Cameron-Coulter to explore the intersection of athletic excellence, personal identity, and the pursuit of purpose beyond the podium. Michelle shares her journey from world-class synchronized swimmer to celebrated speaker, coach, and author—diving deep into the power of storytelling, navigating transitions, and tapping into...

Podcast Episode Title: "Detoxing Conflict with Gabe Karp" Summary: Gabe Karp, venture capitalist, conflict resolution expert, and bestselling author of Don't Get Mad at Penguins . We unpack the hidden traps of toxic conflict, how to turn them into growth opportunities, and why healthy communication is essential for leadership and success in both business and life. Timestamps: [00:00:00] Introducti...