Investing To Win

Inflation, Sound Money, and Silver: David Morgan on Protecting Your Wealth From a Broken System In this episode of *Investing to Win*, host **Garret Wong** sits down with David Morgan to dive into: - Why inflation quietly erodes savings, and why holding cash in a bank guarantees a loss of purchasing power over time. - How covered calls let investors "rent" their mining stocks for income, similar t...

Investing Smarter with AI: Wall Street Veteran Eric Chu on Building Wealth, Avoiding Emotion, and the Future of Fintech In this episode of *Investing to Win*, host **Garret Wong** sits down with Eric Chu to dive into: - Smarter Investing for Everyday People Using AI-Powered Tools - The Rise of AI Data Centers as an Investment Opportunity - Lessons from Wall Street: How Retail Investors Can Compete...

AI for Small Business: How to Delegate Smarter, Avoid Costly Mistakes, and Build Real AI Employees In this episode of *Investing to Win*, host **Garret Wong** sits down to dive into: - Practical AI Implementation for Small Business Owners - Building and Managing AI Employees and Workflows - AI Risk Management, Security, and Human Oversight …and the powerful lessons entrepreneurs, investors, and op...

Entrepreneur Mental Health: Finding Balance, Preventing Burnout & Building Real Success with Kenyada Meadows In this episode of *Investing to Win*, host **Garret Wong** sits down with Kenyada Meadows to dive into: - Entrepreneur Mental Health and Balance - Burnout Prevention for Business Owners - Personal Fulfillment, Success, and Leadership …and the powerful lessons entrepreneurs, investors,...

Multifamily Investing in a High-Rate Environment with Michael Pouliot | Margin of Safety, Operations & AI In this episode of *Investing to Win*, host **Garret Wong** sits down with Michael Pouliot to dive into: - Multifamily investing and operations during rising interest rate environments - Building resilient real estate portfolios through operational excellence - Using AI and technology to i...

Entrepreneurship Lessons from Losing a Lead Investor Overnight with Andy Ellwood In this episode of *Investing to Win*, host **Garret Wong** sits down with Andy Ellwood to dive into: - Entrepreneurial resilience and startup survival - Leadership, networking, and fundraising in high-growth startups - Building mission-driven companies that solve meaningful problems …and the powerful lessons entrepre...

Raising Capital in Real Estate: Syndications, Private Equity & Avoiding Bad Deals with John Azar In this episode of *Investing to Win*, host **Garret Wong** sits down with John Azar to dive into: - Real estate syndication and raising capital - Private equity investing in commercial real estate - Risk management, underwriting, and operator due diligence …and the powerful lessons entrepreneurs,...

Blockchain Investing for Family Offices: Stablecoins, Tokenization, and the Next Financial Infrastructure In this episode of *Investing to Win*, host **Garret Wong** sits down with Mitchell Mechigian to dive into: - Blockchain as the next-generation financial infrastructure (not just “crypto price speculation”) - How family offices should allocate to blockchain and venture: diversification early,...

Leaving Corporate America: How Chris Wilson Built a 13-Location Business After a Career Pivot In this episode of *Investing to Win*, host **Garret Wong** sits down with Christopher Wilson to dive into: - Corporate career transitions into entrepreneurship - Building and scaling a franchise business - Financial freedom, retirement planning, and legacy building …and the powerful lessons entrepreneurs...

Vacant Land Investing: How Brent Bowers Built $17K/Month in Passive Income Without Tenants In this episode of *Investing to Win*, host **Garret Wong** sits down with Brent Bowers to dive into: - Vacant land investing - Seller financing and land note cash flow - Real estate market adaptation and affordable housing strategies …and the powerful lessons entrepreneurs, investors, and operators can use...

AI for Insurance: How Randy Thompson Built a Private Knowledge Base to Scale Sales, Protect Client Data, and Create a 4-Day Workweek In this episode of *Investing to Win*, host **Garret Wong** sits down with Randy Thompson to dive into: - Private AI knowledge bases for insurance sales and operations - Building scalable sales systems through repetition, training, and process mastery - The 4-day wor...

Crypto Cash Out Problems: Why Banks Block Transfers & How to Avoid It with Wojciech Kaszycki In this episode of *Investing to Win*, host **Garret Wong** sits down with Wojciech Kaszycki to dive into: - Crypto on-ramp and off-ramp infrastructure - Why banks block crypto transactions and compliance risks - Using crypto as collateral and the future of digital asset finance …and the powerful lesso...

Climate Tech Startups: Why Cost, Speed & Reliability Beat Sustainability in Winning Customers In this episode of *Investing to Win*, host **Garret Wong** sits down with Josh Dorfman to dive into: - Climate tech business strategy and commercialization - Startup scaling, fundraising, and building a vertically integrated company - Product-market fit and selling innovation in traditional industrie...

Multifamily Data Science: Predicting Supply, Rent Growth, and Market Cycles In this episode of *Investing to Win*, host **Garret Wong** sits down with Neal Bawa to dive into: - Using data science to predict multifamily real estate cycles - Supply, labor shortages, and their impact on rent growth - The role of AI and macro trends in real estate investing …and the powerful lessons entrepreneurs, inv...

Private Equity Liquidity: How to Avoid Being Asset-Rich but Cash-Poor (Sell vs Borrow vs Exchange) In this episode of *Investing to Win*, host **Garret Wong** sits down with Greg Brogger to dive into: - Private market liquidity and diversification strategies - Exchange funds and tax-efficient wealth management - Building high-performing teams and equity-driven company culture …and the powerful les...

Real Estate Private Equity: Why Health Beats Hustle & How to Build Institutional-Grade Wealth In this episode of *Investing to Win*, host **Garret Wong** sits down with Ari Rastegar to dive into: - Real estate private equity and institutional investing - Health, performance, and longevity for entrepreneurs - Failure, mindset, and long-term wealth building …and the powerful lessons entrepreneur...

Founder Exit Strategy: Why Entrepreneurs Feel More Anxious After Selling Their Company | Tad Fallows In this episode of *Investing to Win*, host **Garret Wong** sits down with Tad Fallows to dive into: - Founder psychology and wealth management after a business exit - Bootstrapping and building a profitable SaaS company - How entrepreneurs should prepare financially and mentally for a company exit...

Offshore Asset Protection & Tax Optimization for Entrepreneurs with Bobby Casey In this episode of *Investing to Win*, host **Garret Wong** sits down with Bobby Casey to dive into: - Offshore asset protection strategies for entrepreneurs - Legal tax optimization and international business structures - Entrepreneurship mindset, mentorship, and building wealth globally …and the powerful lessons...

Stock Investing for Beginners: How Sean Tepper Built TYKR to Simplify the Market and Build Investor Confidence In this episode of *Investing to Win*, host **Garret Wong** sits down with Sean Tepper to dive into: - Building investor confidence through simplified, data-driven stock analysis - The difference between investing vs. trading and long-term wealth creation - Using open-source transparency...

Venture Capital Explained: How Founders Raise Funding, Attract Investors, and Build Exit-Ready Businesses | Scott Kelly In this episode of *Investing to Win*, host **Garret Wong** sits down with Scott Kelly to dive into: - Venture capital and early-stage startup funding - How founders attract investors and prepare for fundraising - The impact of AI on startups, investing, and modern entrepreneursh...

Bankruptcy Recovery: Chapter 7 vs Chapter 13, Creditor Pressure, and the 341 Meeting (with Debtor Attorney Barry Levine) In this episode of *Investing to Win*, host **Garret Wong** sits down with {{Guest Name}} to dive into: - Bankruptcy as a financial recovery tool for individuals and small business owners (with a focus on Chapter 7, Chapter 13, and the real process behind filing). - How creditor...

Private Equity in Health & Fitness: How M&A Is Reshaping the HALO Sector In this episode of *Investing to Win*, host **Garret Wong** sits down with Pete Moore to dive into: - Private equity and mergers & acquisitions in the HALO (Health, Active Lifestyle, Outdoors) sector - How institutional capital scales health, fitness, and wellness businesses - Valuations, roll-ups, and exit strate...

Synth Equity Investing: Unlimited Upside With a 15% Downside Floor (SNTH ETF) In this episode of *Investing to Win*, host **Garret Wong** sits down with Larry Kriesmer and Bernard Surovsky to dive into: - Defined-risk investing using Synth Equity® (options + Treasuries) to limit downside while keeping equity upside. - Why Measured Risk Portfolios launched the MRP SynthEquity ETF (SNTH) and how it...

How I Bought My First 5 Rental Properties in 6 Months With Almost No Money In this episode of *Investing to Win*, host **Garret Wong** recorded a Solo Podcast on the following topics: - Building a real estate portfolio from scratch - Creative financing and early BRRRR strategies - Beginner investor mindset and execution speed …and the powerful lessons entrepreneurs, investors, and operators can us...

Real Estate Burnout, Residual Income, and Redefining Success With John Tsai In this episode of *Investing to Win*, host **Garret Wong** sits down with John Tsai once again to dive into: - Real estate burnout and sustainable success - Residual income and modern brokerage models - Leadership, integrity, and contribution-based growth …and the powerful lessons entrepreneurs, investors, and operators c...