All Episodes
Investing To Win — 146 episodes
Leaving Corporate America: How Chris Wilson Built a 13-Location Business After a Career Pivot
Vacant Land Investing: How Brent Bowers Built $17K/Month in Passive Income Without Tenants
AI for Insurance: How Randy Thompson Built a Private Knowledge Base to Scale Sales, Protect Client Data, and Create a 4-Day Workweek
Crypto Cash Out Problems: Why Banks Block Transfers & How to Avoid It with Wojciech Kaszycki
Climate Tech Startups: Why Cost, Speed & Reliability Beat Sustainability in Winning Customers
Multifamily Data Science: Predicting Supply, Rent Growth, and Market Cycles
Private Equity Liquidity: How to Avoid Being Asset-Rich but Cash-Poor (Sell vs Borrow vs Exchange)
Real Estate Private Equity: Why Health Beats Hustle & How to Build Institutional-Grade Wealth
Founder Exit Strategy: Why Entrepreneurs Feel More Anxious After Selling Their Company | Tad Fallows
Offshore Asset Protection & Tax Optimization for Entrepreneurs with Bobby Casey
Stock Investing for Beginners: How Sean Tepper Built TYKR to Simplify the Market and Build Investor Confidence
Venture Capital Explained: How Founders Raise Funding, Attract Investors, and Build Exit-Ready Businesses | Scott Kelly
Bankruptcy Recovery: Chapter 7 vs Chapter 13, Creditor Pressure, and the 341 Meeting (with Debtor Attorney Barry Levine)
Private Equity in Health & Fitness: How M&A Is Reshaping the HALO Sector
Synth Equity Investing: Unlimited Upside With a 15% Downside Floor (SNTH ETF)
How I Bought My First 5 Rental Properties in 6 Months With Almost No Money
Real Estate Burnout, Residual Income, and Redefining Success With John Tsai
Donor Advised Funds Explained: Smarter Charitable Giving with John Bromley
Emotional Intelligence for Men: Redefining Success at Home and Work
Alternative Investments & Private Credit: How Smart Investors Build Recession-Resilient Wealth
Fractional COO Strategies for Scaling, Turnarounds & Business Exits with Ashish Gupta
Private Markets: How Interval Funds Are Opening Access to Alternatives with Kimberly Flynn
Slow Fashion & Ethical Entrepreneurship with Blue Meets Blue Founder Shahd El-Asali
From Pizza Guy to 2,000 Units: Gino Barbaro on Reinvention, Risk, and the Mindset Behind Multifamily Success
Healing Without Surgery: Dr. Fawad Mian on PRP, Stem Cells & Entrepreneur Burnout
Home Care Franchising: Building Ethical, Scalable Elder Care with Amrit Dhaliwal
Systematic Trading vs. Real Estate: Why Adrian Reid Says Strategy Beats Luck
Investing in Rare Earth Metals: The Untapped Asset Class Powering the Future
The Truth About Longevity, Stress, and Hustle Culture (What No One Tells You)
The Anti-Amazon Entrepreneur: How Kate Assaraf Built a 7-Figure Brand Without Ads
From Landlord to Lender: How Eddie Speed Built Wealth with First Mortgages
Breaking Barriers: How One Woman Built a Trade Business in a Male-Dominated Industry
Can You Really Trust Network Marketing? 42-Year Insider John Solleder Tells All
Build to Retire: Zach Lemaster’s Turnkey Blueprint for Cashflow and Freedom
Unlocking Retirement Wealth: Chris Williams on Multifamily Investing & Passive Income
Revolutionizing Storage: Chris Long’s Industrial Yard Empire and Cashflow Secrets
How to Bank Like a Banker & Pay Off Debt Faster with Bill Westrom
From House Hacks to 70 Doors: Jessie Lang’s BRRRR Journey
From Orphanage to Options Trading: How Sun Yong Kim Built a 7-Figure Retirement
From Firefighter to Fund Manager: Dave Seymour’s Journey into Multifamily Real Estate
The Gold Medal Mindset With Michelle Cameron-Coulter
Detoxing Conflict with Gabe Karp
Jason Primeau on Building Wealth with Purpose
From Farmer to Franchise Founder: How Idan Shpizear Built a Restoration Empire
Raising Wealthy Kids: Teaching Financial Literacy Early with Maya Corbic
Mindset, Mentorship & Meaning with Larry Snyder
How Pro Athletes Stay On Top With Nick Edwards
How Eight Simple Questions Can Change Your Life: Randy Lennon’s Approach
From 9-5 to 400+ Rental Units - Tony Lopes' Freedom Blueprint
Brian Smith: Building a Billion Dollar Brand
Alternative Investments & Wealth Building with Mike Ivancie
Mark Helm on Maximizing Profits in Self-Storage
The Debt Crisis & America's Future: A Conversation with Dave Walker
Jim Keyes on Adapting to Change beyond Blockbuster and Seven 11
Turning Grass Cutting into an Eight-Figure Franchise
From NBA Star to Mentor | Cuttino Mobley's Journey
From the Marines to House Hacking, Wholesaling and Flipping from a Distance
How to Protect Your Family in the Financial Crisis
Life After the NHL with Laurie Boschman
Is Crypto the Future of Investing? Lark Davis Shares His Vision
Bruce Buffer: The Voice of the Octagon and the Power of Branding
Planning for Success and Exit with Saul Cohen
Losing Your Entire Family in a Car Accident: Grief, Resilience and Rediscovering Purpose
Lessons in Leadership: Steve Letkeman on Scaling a $24M Business
Project Buttercup: Inside My Secondary Suite Basement Conversion
Justin Goodbread: The Key to Scale Any Business
Mastering Market Trends: A Deep Dive into Technical Analysis
Purpose Over Profit: The Secret to Sustainable Success
From Rejection to Recognition: How David Drebin Created His Iconic Brand
Mastering Financial Strategies with James Alexander: From Chessboard to Portfolio Management
Could Hurricanes Helene and Milton Have Been Prevented? Exploring Disaster Risk with Dr. Balfour Spence
From Teen Investor to Global Business Leader: The Journey of Charlie Panayi
Exit Strategy 101: Preparing Your Business for a Profitable Sale
Garret Wong | Saving For Your First Rental
The Art of Video Storytelling: Loreta Tarozaite on Communicating with Impact
Travel Like a Pro: Luxe Travel Tips from Rodney George
The Art Of Raising Private Money: A Masterclass with Jay Conner
The Multifamily Masterclass: Dan’s Blueprint for Real Estate Growth
Automating Success: From Engineering to Real Estate Tech
From Passive Income to Private Jets: The Cashflowpreneur's Guide
From Dorm Room to Mastering the Market: Anmol Singh's Trading Journey
Theology and Global Policy: A Conversation with James Christie
The Art of Deal Structuring with Grant Reaves
Franchise Mastery with Gary Prenevost: Building Your Business Empire
The Real Truth Behind US Real Estate Syndications
Bridging the Gap: Human Touch in a Tech-Driven AI World
From Bricks to Clicks: How to Profit from Buying and Selling Websites
From Hockey Dreams to Business Goals with True North Sports and Entertainment
Maximizing Cashflow with Secondary Suites: A Real Estate Investment Strategy
Is Real Estate Development a better option than Long Term Rentals?
How Does the Federal Budget Affect Landlords? Insights with Dan Bush, Investor and Accounting Professional
From Sobriety Houses to Coliving: Grant Shipman's Trailblazing Real Estate Journey
Swiping Right on Property: The Story Behind Investium, The Tinder of Real Estate Investing
Unveiling the Mysteries of Private Lending: A Deep Dive with a 30 year Mortgage Pro
Adam Bighill | 3 time CFL Grey Cup Champion | A Journey of Focus and Perseverance
From Fashion VP to Financial Freedom: Rachel Covert's FIRE Journey
Mike McLenehan | Accounting for Growth: Building a CPA Firm from Scratch
"Wyatt" | Hidden Threats: Unveiling the World of Covert Surveillance
Sam Primm | From $0 to $47 Million in 9 Years: Mastery of the BRRRR Method
Brian Brown | Preventing Embezzlement and Risk in Business: The Role of an Internal Audit
Shawn Hart | Mobile Homes: A Lucrative Asset Class?
Amanda Han and Matthew MacFarland | Tax Strategies for US Real Estate Investors: CPA Insights
Jesse Cramer | Engineering Wealth: A Rocket Scientist's Journey to Mastering Finance
Tiffany Taylor | Mastering Mindset for Success: Unveiling the Power of Coaching
Justin Peters | Mastering Financial Freedom: Saving for Your First Rental Property
Garret Wong | Buttercup Project Update #2: Secondary Suite Challenges and Lessons
Meredith Marsh | Unlock the Secrets of YouTube Success for Real Estate
Chris Reavis | BitTalks: Navigating The Bitcoin Revolution
Garret Wong | A Debate on the Ethics of AI
Carrie Soave | The Future of AI in Real Estate: Should You Jump On Board?
Maya Corbic | Growing Wealthy Minds: Empowering Kids with Financial Education
Garret Wong | Find Your Why
Jordan Muela | Emotional Compensation at Work
Rene Rheault | Should You Get a Property Inspected Before You Buy?
Garret Wong | Intro to our Secondary Suite Project
Jeff Olafson | 3D Printing using Concrete: The Wave of the Future?
Tony LeBlanc | Successes and Challenges of Owning Multiple Businesses
Matthew Tringali | How To Hire Great Virtual Assistants
Garret Wong | Episode Reflections: Raising Capital
Brad Blazar | Foundations of Raising Capital: How I raised over 2 Billion Dollars
Sandy Elders | Commercial Insurance: Are All Policies Created Equal?
Doug Blaylock | Real Estate vs the Markets: Debate with a Wealth Manager
Fercy Perez | Are Investors Too Focussed On Cashflow?
John Tsai | Exploring the Power of Collaboration in Real Estate
Stewart Heath | Lessons from the 2008 Financial Crisis
Garret Wong | Episode Recap: CAP Rates and How Commercial Lenders Evaluate a Borrower
Daryl Colin | An Ontario Investor's Perspective - "Why Winnipeg?" Part 2
Garret Wong | Episode Reflections: Joint Ventures and Syndications
Cal Reich | Real Estate Syndications - Creating Successful Relationships and Partners
Ataf Khokhar | Joint Venture Do's and Don'ts
Donna Cook | Rent to Own: A Beginner's Guide to a Valuable Investment Strategy
Matt Landsborough | Why Winnipeg? A Perspective from an Out of Province Investor
Garret Wong | With Only 4 Months Left to Live, Would You Have Regrets?
Rolf Hitzer | Is Wholesaling Illegal?
Kyle Kostenuk | Real Life Legos: A Guide to Modular Construction
Derek Rolstone | How To Attract and Retain the Right Staff
Royce Finley | Relationships vs. Transactions
Marc Ting | How to Flip a House for Profit
Garret Wong | Underused Housing Tax
Rafiq Punjani | A Structured Approach to Real Estate Investing
Dakotah Charron | The Power of Networking
Melanie Mitchell | What It's Like to Invest in Short-Term Rentals in Winnipeg
Garret Wong | Warning: $260,000 in Illegal Rent Increases! The Shocking Truth About Rent Regulation
Mike Schroeder | Understanding Mortgage Interest Rates
Merouane Abed | Secondary Suites Regulations
0 | Garret Wong | Welcome to the Investing to Win Podcast!