Investing To Win
By Garret Wong
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Category: Entrepreneurship
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Episodes: 155
Description
Hey there, audience! This is the Investing to WIN podcast, the show dedicated to inspiring budding entrepreneurs and business owners to live balanced, fulfilled lives. Our guests share their personal journeys, struggles, adversity and success stories. If you're a person that is working too hard, thinking of change or looking towards a future goal, you've come to the right place!
This show is committed to offering honest conversations to discuss common sense strategies and professional guidance to achieving success and fulfillment.
Your host is Garret Wong; an Ex-Scientist turned Serial Entrepreneur who, while growing up saw his father and mother run 4 businesses simultaneously while still being able to travel. But when his father passed away at the early age of 59, just before he was ready to retire, Garret's path and perspective of "success" was changed forever. In addition to his other businesses he brings decades of experience in buying, renovating, and managing rental properties for investors across the world.
Thanks for being here and get ready to Invest to Win!!
https://garretwong.com/
| Episode | Date |
|---|---|
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Manufactured Housing Investing: Why Mobile Home Parks Outperform Through Every Market Cycle | Ali
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Jul 14, 2026 |
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Inflation, Sound Money, and Silver: David Morgan on Protecting Your Wealth From a Broken System
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Jul 07, 2026 |
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Investing Smarter with AI: Wall Street Veteran Eric Chu on Building Wealth, Avoiding Emotion, and the Future of Fintech
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Jun 30, 2026 |
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AI for Small Business: How to Delegate Smarter, Avoid Costly Mistakes, and Build Real AI Employees
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Jun 23, 2026 |
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Entrepreneur Mental Health: Finding Balance, Preventing Burnout & Building Real Success with Kenyada Meadows
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Jun 16, 2026 |
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Multifamily Investing in a High-Rate Environment with Michael Pouliot | Margin of Safety, Operations & AI
|
Jun 09, 2026 |
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Entrepreneurship Lessons from Losing a Lead Investor Overnight with Andy Ellwood
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Jun 02, 2026 |
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Raising Capital in Real Estate: Syndications, Private Equity & Avoiding Bad Deals with John Azar
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May 26, 2026 |
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Blockchain Investing for Family Offices: Stablecoins, Tokenization, and the Next Financial Infrastructure
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May 19, 2026 |
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Leaving Corporate America: How Chris Wilson Built a 13-Location Business After a Career Pivot
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May 12, 2026 |
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Vacant Land Investing: How Brent Bowers Built $17K/Month in Passive Income Without Tenants
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May 05, 2026 |
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AI for Insurance: How Randy Thompson Built a Private Knowledge Base to Scale Sales, Protect Client Data, and Create a 4-Day Workweek
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Apr 28, 2026 |
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Crypto Cash Out Problems: Why Banks Block Transfers & How to Avoid It with Wojciech Kaszycki
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Apr 21, 2026 |
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Climate Tech Startups: Why Cost, Speed & Reliability Beat Sustainability in Winning Customers
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Apr 14, 2026 |
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Multifamily Data Science: Predicting Supply, Rent Growth, and Market Cycles
|
Apr 07, 2026 |
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Private Equity Liquidity: How to Avoid Being Asset-Rich but Cash-Poor (Sell vs Borrow vs Exchange)
|
Mar 31, 2026 |
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Real Estate Private Equity: Why Health Beats Hustle & How to Build Institutional-Grade Wealth
|
Mar 24, 2026 |
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Founder Exit Strategy: Why Entrepreneurs Feel More Anxious After Selling Their Company | Tad Fallows
|
Mar 17, 2026 |
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Offshore Asset Protection & Tax Optimization for Entrepreneurs with Bobby Casey
|
Mar 10, 2026 |
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Stock Investing for Beginners: How Sean Tepper Built TYKR to Simplify the Market and Build Investor Confidence
|
Mar 03, 2026 |
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Venture Capital Explained: How Founders Raise Funding, Attract Investors, and Build Exit-Ready Businesses | Scott Kelly
|
Feb 24, 2026 |
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Bankruptcy Recovery: Chapter 7 vs Chapter 13, Creditor Pressure, and the 341 Meeting (with Debtor Attorney Barry Levine)
|
Feb 17, 2026 |
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Private Equity in Health & Fitness: How M&A Is Reshaping the HALO Sector
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Feb 05, 2026 |
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Synth Equity Investing: Unlimited Upside With a 15% Downside Floor (SNTH ETF)
|
Jan 29, 2026 |
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How I Bought My First 5 Rental Properties in 6 Months With Almost No Money
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Jan 20, 2026 |
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Real Estate Burnout, Residual Income, and Redefining Success With John Tsai
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Jan 13, 2026 |
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Donor Advised Funds Explained: Smarter Charitable Giving with John Bromley
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Jan 06, 2026 |
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Emotional Intelligence for Men: Redefining Success at Home and Work
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Dec 30, 2025 |
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Alternative Investments & Private Credit: How Smart Investors Build Recession-Resilient Wealth
|
Dec 23, 2025 |
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Fractional COO Strategies for Scaling, Turnarounds & Business Exits with Ashish Gupta
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Dec 16, 2025 |
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Private Markets: How Interval Funds Are Opening Access to Alternatives with Kimberly Flynn
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Dec 09, 2025 |
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Slow Fashion & Ethical Entrepreneurship with Blue Meets Blue Founder Shahd El-Asali
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Nov 04, 2025 |
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From Pizza Guy to 2,000 Units: Gino Barbaro on Reinvention, Risk, and the Mindset Behind Multifamily Success
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Oct 28, 2025 |
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Healing Without Surgery: Dr. Fawad Mian on PRP, Stem Cells & Entrepreneur Burnout
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Sep 15, 2025 |
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Home Care Franchising: Building Ethical, Scalable Elder Care with Amrit Dhaliwal
|
Sep 09, 2025 |
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Systematic Trading vs. Real Estate: Why Adrian Reid Says Strategy Beats Luck
|
Aug 26, 2025 |
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Investing in Rare Earth Metals: The Untapped Asset Class Powering the Future
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Aug 19, 2025 |
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The Truth About Longevity, Stress, and Hustle Culture (What No One Tells You)
|
Aug 12, 2025 |
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The Anti-Amazon Entrepreneur: How Kate Assaraf Built a 7-Figure Brand Without Ads
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Aug 05, 2025 |
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From Landlord to Lender: How Eddie Speed Built Wealth with First Mortgages
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Jul 29, 2025 |
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Breaking Barriers: How One Woman Built a Trade Business in a Male-Dominated Industry
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Jul 22, 2025 |
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Can You Really Trust Network Marketing? 42-Year Insider John Solleder Tells All
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Jul 15, 2025 |
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Build to Retire: Zach Lemaster’s Turnkey Blueprint for Cashflow and Freedom
|
Jul 08, 2025 |
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Unlocking Retirement Wealth: Chris Williams on Multifamily Investing & Passive Income
|
Jun 26, 2025 |
|
Revolutionizing Storage: Chris Long’s Industrial Yard Empire and Cashflow Secrets
|
Jun 17, 2025 |
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How to Bank Like a Banker & Pay Off Debt Faster with Bill Westrom
|
Jun 10, 2025 |
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From House Hacks to 70 Doors: Jessie Lang’s BRRRR Journey
|
Jun 03, 2025 |
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From Orphanage to Options Trading: How Sun Yong Kim Built a 7-Figure Retirement
|
May 27, 2025 |
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From Firefighter to Fund Manager: Dave Seymour’s Journey into Multifamily Real Estate
|
May 20, 2025 |
|
The Gold Medal Mindset With Michelle Cameron-Coulter
|
May 13, 2025 |
|
Detoxing Conflict with Gabe Karp
|
May 06, 2025 |
|
Jason Primeau on Building Wealth with Purpose
|
Apr 29, 2025 |
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From Farmer to Franchise Founder: How Idan Shpizear Built a Restoration Empire
|
Apr 24, 2025 |
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Raising Wealthy Kids: Teaching Financial Literacy Early with Maya Corbic
|
Apr 15, 2025 |
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Mindset, Mentorship & Meaning with Larry Snyder
|
Apr 08, 2025 |
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How Pro Athletes Stay On Top With Nick Edwards
|
Apr 01, 2025 |
|
How Eight Simple Questions Can Change Your Life: Randy Lennon’s Approach
|
Mar 25, 2025 |
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From 9-5 to 400+ Rental Units - Tony Lopes' Freedom Blueprint
|
Mar 18, 2025 |
|
Brian Smith: Building a Billion Dollar Brand
|
Mar 11, 2025 |
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Alternative Investments & Wealth Building with Mike Ivancie
|
Mar 04, 2025 |
|
Mark Helm on Maximizing Profits in Self-Storage
|
Feb 25, 2025 |
|
The Debt Crisis & America's Future: A Conversation with Dave Walker
|
Feb 18, 2025 |
|
Jim Keyes on Adapting to Change beyond Blockbuster and Seven 11
|
Feb 11, 2025 |
|
Turning Grass Cutting into an Eight-Figure Franchise
|
Feb 04, 2025 |
|
From NBA Star to Mentor | Cuttino Mobley's Journey
|
Jan 28, 2025 |
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From the Marines to House Hacking, Wholesaling and Flipping from a Distance
|
Jan 21, 2025 |
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How to Protect Your Family in the Financial Crisis
|
Jan 14, 2025 |
|
Life After the NHL with Laurie Boschman
|
Jan 07, 2025 |
|
Is Crypto the Future of Investing? Lark Davis Shares His Vision
|
Dec 31, 2024 |
|
Bruce Buffer: The Voice of the Octagon and the Power of Branding
|
Dec 24, 2024 |
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Planning for Success and Exit with Saul Cohen
|
Dec 17, 2024 |
|
Losing Your Entire Family in a Car Accident: Grief, Resilience and Rediscovering Purpose
|
Dec 10, 2024 |
|
Lessons in Leadership: Steve Letkeman on Scaling a $24M Business
|
Dec 03, 2024 |
|
Project Buttercup: Inside My Secondary Suite Basement Conversion
|
Nov 26, 2024 |
|
Justin Goodbread: The Key to Scale Any Business
|
Nov 19, 2024 |
|
Mastering Market Trends: A Deep Dive into Technical Analysis
|
Nov 12, 2024 |
|
Purpose Over Profit: The Secret to Sustainable Success
|
Nov 05, 2024 |
|
From Rejection to Recognition: How David Drebin Created His Iconic Brand
|
Oct 29, 2024 |
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Mastering Financial Strategies with James Alexander: From Chessboard to Portfolio Management
|
Oct 22, 2024 |
|
Could Hurricanes Helene and Milton Have Been Prevented? Exploring Disaster Risk with Dr. Balfour Spence
|
Oct 15, 2024 |
|
From Teen Investor to Global Business Leader: The Journey of Charlie Panayi
|
Oct 08, 2024 |
|
Exit Strategy 101: Preparing Your Business for a Profitable Sale
|
Oct 01, 2024 |
|
Garret Wong | Saving For Your First Rental
|
Sep 24, 2024 |
|
The Art of Video Storytelling: Loreta Tarozaite on Communicating with Impact
|
Sep 17, 2024 |
|
Travel Like a Pro: Luxe Travel Tips from Rodney George
|
Sep 10, 2024 |
|
The Art Of Raising Private Money: A Masterclass with Jay Conner
|
Sep 03, 2024 |
|
The Multifamily Masterclass: Dan’s Blueprint for Real Estate Growth
|
Aug 27, 2024 |
|
Automating Success: From Engineering to Real Estate Tech
|
Aug 20, 2024 |
|
From Passive Income to Private Jets: The Cashflowpreneur's Guide
|
Aug 13, 2024 |
|
From Dorm Room to Mastering the Market: Anmol Singh's Trading Journey
|
Aug 06, 2024 |
|
Theology and Global Policy: A Conversation with James Christie
|
Jul 30, 2024 |
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The Art of Deal Structuring with Grant Reaves
|
Jul 22, 2024 |
|
Franchise Mastery with Gary Prenevost: Building Your Business Empire
|
Jul 16, 2024 |
|
The Real Truth Behind US Real Estate Syndications
|
Jul 09, 2024 |
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Bridging the Gap: Human Touch in a Tech-Driven AI World
|
Jun 26, 2024 |
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From Bricks to Clicks: How to Profit from Buying and Selling Websites
|
Jun 18, 2024 |
|
From Hockey Dreams to Business Goals with True North Sports and Entertainment
|
Jun 11, 2024 |
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Maximizing Cashflow with Secondary Suites: A Real Estate Investment Strategy
|
May 14, 2024 |
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Is Real Estate Development a better option than Long Term Rentals?
|
May 07, 2024 |
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How Does the Federal Budget Affect Landlords? Insights with Dan Bush, Investor and Accounting Professional
|
Apr 30, 2024 |
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From Sobriety Houses to Coliving: Grant Shipman's Trailblazing Real Estate Journey
|
Apr 16, 2024 |
|
Swiping Right on Property: The Story Behind Investium, The Tinder of Real Estate Investing
|
Apr 09, 2024 |
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Unveiling the Mysteries of Private Lending: A Deep Dive with a 30 year Mortgage Pro
|
Apr 02, 2024 |
|
Adam Bighill | 3 time CFL Grey Cup Champion | A Journey of Focus and Perseverance
|
Mar 26, 2024 |
|
From Fashion VP to Financial Freedom: Rachel Covert's FIRE Journey
|
Mar 19, 2024 |
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Mike McLenehan | Accounting for Growth: Building a CPA Firm from Scratch
|
Mar 12, 2024 |
|
"Wyatt" | Hidden Threats: Unveiling the World of Covert Surveillance
|
Mar 05, 2024 |
|
Sam Primm | From $0 to $47 Million in 9 Years: Mastery of the BRRRR Method
|
Feb 27, 2024 |
|
Brian Brown | Preventing Embezzlement and Risk in Business: The Role of an Internal Audit
|
Feb 20, 2024 |
|
Shawn Hart | Mobile Homes: A Lucrative Asset Class?
|
Feb 13, 2024 |
|
Amanda Han and Matthew MacFarland | Tax Strategies for US Real Estate Investors: CPA Insights
|
Feb 06, 2024 |
|
Jesse Cramer | Engineering Wealth: A Rocket Scientist's Journey to Mastering Finance
|
Jan 30, 2024 |
|
Tiffany Taylor | Mastering Mindset for Success: Unveiling the Power of Coaching
|
Jan 16, 2024 |
|
Justin Peters | Mastering Financial Freedom: Saving for Your First Rental Property
|
Dec 19, 2023 |
|
Garret Wong | Buttercup Project Update #2: Secondary Suite Challenges and Lessons
|
Dec 12, 2023 |
|
Meredith Marsh | Unlock the Secrets of YouTube Success for Real Estate
|
Dec 05, 2023 |
|
Chris Reavis | BitTalks: Navigating The Bitcoin Revolution
|
Nov 21, 2023 |
|
Garret Wong | A Debate on the Ethics of AI
|
Nov 14, 2023 |
|
Carrie Soave | The Future of AI in Real Estate: Should You Jump On Board?
|
Nov 07, 2023 |
|
Maya Corbic | Growing Wealthy Minds: Empowering Kids with Financial Education
|
Oct 31, 2023 |
|
Garret Wong | Find Your Why
|
Oct 24, 2023 |
|
Jordan Muela | Emotional Compensation at Work
|
Oct 17, 2023 |
|
Rene Rheault | Should You Get a Property Inspected Before You Buy?
|
Oct 10, 2023 |
|
Garret Wong | Intro to our Secondary Suite Project
|
Oct 03, 2023 |
|
Jeff Olafson | 3D Printing using Concrete: The Wave of the Future?
|
Sep 05, 2023 |
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Tony LeBlanc | Successes and Challenges of Owning Multiple Businesses
|
Aug 29, 2023 |
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Matthew Tringali | How To Hire Great Virtual Assistants
|
Aug 22, 2023 |
|
Garret Wong | Episode Reflections: Raising Capital
|
Aug 15, 2023 |
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Brad Blazar | Foundations of Raising Capital: How I raised over 2 Billion Dollars
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Aug 08, 2023 |
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Sandy Elders | Commercial Insurance: Are All Policies Created Equal?
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Aug 01, 2023 |
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Doug Blaylock | Real Estate vs the Markets: Debate with a Wealth Manager
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Jul 25, 2023 |
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Fercy Perez | Are Investors Too Focussed On Cashflow?
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Jul 18, 2023 |
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John Tsai | Exploring the Power of Collaboration in Real Estate
|
Jul 11, 2023 |
|
Stewart Heath | Lessons from the 2008 Financial Crisis
|
Jul 04, 2023 |
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Garret Wong | Episode Recap: CAP Rates and How Commercial Lenders Evaluate a Borrower
|
Jun 27, 2023 |
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Daryl Colin | An Ontario Investor's Perspective - "Why Winnipeg?" Part 2
|
Jun 20, 2023 |
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Garret Wong | Episode Reflections: Joint Ventures and Syndications
|
Jun 13, 2023 |
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Cal Reich | Real Estate Syndications - Creating Successful Relationships and Partners
|
Jun 06, 2023 |
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Ataf Khokhar | Joint Venture Do's and Don'ts
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May 30, 2023 |
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Donna Cook | Rent to Own: A Beginner's Guide to a Valuable Investment Strategy
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May 23, 2023 |
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Matt Landsborough | Why Winnipeg? A Perspective from an Out of Province Investor
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May 16, 2023 |
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Garret Wong | With Only 4 Months Left to Live, Would You Have Regrets?
|
May 09, 2023 |
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Rolf Hitzer | Is Wholesaling Illegal?
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May 02, 2023 |
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Kyle Kostenuk | Real Life Legos: A Guide to Modular Construction
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Apr 25, 2023 |
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Derek Rolstone | How To Attract and Retain the Right Staff
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Apr 18, 2023 |
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Royce Finley | Relationships vs. Transactions
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Apr 11, 2023 |
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Marc Ting | How to Flip a House for Profit
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Apr 04, 2023 |
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Garret Wong | Underused Housing Tax
|
Mar 21, 2023 |
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Rafiq Punjani | A Structured Approach to Real Estate Investing
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Mar 14, 2023 |
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Dakotah Charron | The Power of Networking
|
Mar 07, 2023 |
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Melanie Mitchell | What It's Like to Invest in Short-Term Rentals in Winnipeg
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Feb 28, 2023 |
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Garret Wong | Warning: $260,000 in Illegal Rent Increases! The Shocking Truth About Rent Regulation
|
Feb 24, 2023 |
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Mike Schroeder | Understanding Mortgage Interest Rates
|
Feb 21, 2023 |
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Merouane Abed | Secondary Suites Regulations
|
Feb 21, 2023 |
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0 | Garret Wong | Welcome to the Investing to Win Podcast!
|
Feb 18, 2023 |