May 18, 2026Rebuilding Wealth After Divorce: Sarah Coupland on Ontario Multifamily, Distressed Properties, and Creative Financing By Erwin Szeto | Co-Founder, iWIN Wealth Planning Recorded:…
May 8, 2026I’ve Been Telling Investors to Diversify Out of Ontario Since 2023. Here’s What I’m Actually Buying Now
April 20, 2026The landlord toolkit for 2026: tenant screening, AI reference checks, and the Alberta opportunity
April 6, 2026Rent-to-Own 1.0 Is Dead. The Woman Who Helped Nearly 1,000 Families Buy Homes Just Replaced It
March 25, 2026The Dark Side of Scaling Real Estate: Avoiding the Tenant Trap, Surviving Market Crashes, and Knowing When to Fold ‘Em
March 18, 2026The Toronto Build Strategy That Skips Development Charges — and Most Investors Still Don’t Know About It
March 13, 2026From Zero to Full-Time Trader: How Anderson Carter-Griffith Built the Skill, Then Built the Wealth
March 2, 202670 Properties, Private Money, and a Mental Breakdown: The Truth About Scaling Real Estate
February 6, 2026From 18 Income Streams to Zero: The Brutal Truth About “Passive” Real Estate Investing
January 28, 2026From Corporate CFO to Personal CFO: A 2026 Wealth Reset (And Why I’m Buying Less Real Estate)
January 23, 2026The Mortgage Masterclass: Why 2026 is the Year to Buy (and How to Hack CMHC Financing)
November 6, 2025How Canadian Developers Are Using Grants to Fund Affordable Rentals (Without Giving Up Control)
October 17, 2025️Why Canadian Multifamily Real Estate Still Makes Sense in 2025 – Insights from Alfonso Cuadra
October 2, 2025Quitting Government After 22 Years: Luis Rivas’ Journey from Speculator to Real Estate Coach
September 4, 2025From Townhomes to Development: Michael Ponte’s Contrarian Take on Real Estate Investing
August 29, 2025The Shocking Truth About Landlords in Ontario: 10 Fast Facts Every Investor Should Know
August 19, 2025Painting for Profit: Maximizing Renovation ROI with Brian Young of Home Painters Toronto
August 15, 2025From False Start to 5 Duplexes, a Ski Chalet, and Ground-Up Development: How Increasing Complexity Drives Returns Today
July 22, 2025Subject-To + Seller Leasebacks: The Secret Playbook Canadians Need for Passive U.S. Real Estate
July 11, 2025From Local Financial Planner to U.S. Landlord: Why Carlos Rodrigues Left Canadian Real Estate
April 22, 2025Mortgage Market Update: Canada & USA w/ Unicorn Mortgage Expert Scott Dillingham of LendCity
April 11, 2025Powerhouse Conference: Kevin O’Leary, A-Rod, Dragons Michelle & Manjit — 1 Stage, 5,000 Attendees
January 31, 2025From School Teacher to Real Estate Chief Education Officer & 580 Doors With Quentin D’Souza
December 9, 20247 Figure, 20yr Appraiser From BC, To Real Estate Developer in Edm with Christine Traynor
October 28, 2024Why a Top Business/Stock Valuator Is Investing in Real Estate with Adam Johnson, CPA, CA, CBV, CFA
September 10, 2024Building Resilience: From 100+ Unit Investment Portfolio to Active Business with Elizabeth Kelly
August 6, 202420 Years of Investing: Duplexes, to Apartment Buildings, Now A REIT with Amanda & Marty Gordon
June 21, 2024Navigating Legal Structures and Taxes: A How To for Canadians Investing in the US with Carmen Da Silva, Tax Specialist, CPA in both USA&CAN, CFO of SHARE
June 12, 2024From International Student to Stock Option Investment Coach and USA Apartments With Cody Yeh
May 9, 2024Real Estate Titans: Tools, Tactics and Wisdom for Canadian Real Estate Wealth With Andrew & John
January 31, 2024From $9K To Invest, To $20M Portfolio, Exiting Niagara Falls for USA With Jeffrey Woods
January 24, 2024Mastering US Real Estate Investments While Working From Home With Canadian Glen Sutherland
January 4, 2024Cross-Border Investment, Tax, Planning Mastery to Financial Balance Point With Carmen Da Silva
December 13, 2023Converting 1 House Into 8 Units in Calgary and Tenant Screening with Mackenzie Wilson
October 30, 2023Global Real Estate Maverick: How Francois Lanthier Is Redefining Investment Norms from Costa Rica
October 24, 2023Alternative Borrowing for Flippers and BRRR Investors with Calvert Home Mortgage Investment Corporation
August 21, 2023What’s A Better Investment? Building an NHL Franchise or $100’s of Millions of Real Estate With Bruce M Firestone
August 10, 2023Recreational Property Investing: Hundreds of ACRES, RV Sites, Even a Golf Course With Darvin Zurfluh
July 31, 2023From Sales Exec to Debt-Free Living: Tim JP Collins’ Journey to $100k Passive Cash Flow and a Simpler Life
July 18, 2023Cash Flowing Windsor, Sudbury; Arson, Sleepless Nights, Quitting Corporate w/ 27 Y/O Austin Yeh
June 29, 2023Real Estate Investor Impact: Olivia Chow’s Victory in Toronto’s Mayoral Election with Ming Lim
June 20, 202384 Units, Worth $14 million, No Partners, Still Grew Too Fast, Deleveraging With Kellan James
June 14, 2023When Private Loans Go Bad & Bailing Them Out. Lessons from Managing $150 Million In a Downturn With Kyle Ford
June 6, 2023Why Condos Are Bad. Highest and Best Use, Triplex Conversions East of the GTA Are Good With Steve Phillips
April 25, 2023Quitting Teaching to Full Time Real Estate Agent (31 Doors) & Investor in Windsor With Matthew Biggley
April 11, 2023Multiple 6 Figure Incomes: Airbnb Arbitrage, A Million YouTube Subscribers, Selling Advertising, E-commerce Store With Matthew Varga
March 28, 2023The SingleKey to Screening and Insuring Tenants Thanks to Technology With Founder Viler Lika
February 22, 202310 Bed Rooming House, Microsuite Triplex Conversion, Land Banking in Belize With Melissa Dupuis
January 24, 2023Bouncing Back From Losing A $4.5 Million Business To Bankruptcy In Months With Nick Kindler
December 28, 2022Starting Out in 2006 With Mid-Term Rentals To Closing on 1,700 Acres of Land to Develop with Victor Menasce
December 19, 2022Millennial, Personal Trainer, Moving To Edmonton and Full-Time Real Estate Investing With Vince Lee
September 26, 2022Exited Real Estate For Stocks & $10k+/mth for Financial Freedom With Client Tim Collins
August 29, 2022Recent Self Made, Real Estate Investor Millionaire, Hamilton/Sudbury, 28 y/o Joseph Costanza
August 16, 2022Former Investments Insider, Real Estate Trader, Writing Low Ball Offers With Montu Dhillon
July 18, 2022Failing Grades, Fighting at School to Top 10 in Class, 11 Properties at Age 27 With Antonio Yong
July 4, 2022Losing 150lbs, Beating Cancer, #1 Business Coach and WINNING the Iron Man With Mary-Anne Gillespie
June 6, 20227 Canadian Advantages; Fully Furnished, Middle Term Rentals, New Construction in Edmonton, Alberta with Best Selling Co-Author Russell Westcott
May 30, 2022Burnt Out From Job/Covid, Bought 3 Houses, Airbnb Mid-Term Rentals With Red Glasses Emily
May 16, 2022BRRRs To Pre Construction Condos; Travelling to the Ukrainian Border To Help Refugees With Todor Yordanov
April 25, 2022From Living in Affordable Housing to Building 400 Units of Affordable Housing with Alfredo Hermano
April 11, 2022“I Won’t Live My Life A Victim” From Growing Up On The Reserve to Golden Handcuffs with Jules Mckenzie
April 4, 2022From Service Technician To 10 Apartment Buildings or $25 Million Under Management with Cory Sperle
March 21, 2022Multifamily Conference, Sharks & Stock Hacking For An Engagement Ring with Seth Ferguson
March 7, 2022Selling The Realtor Business, All In On Coaching, Pursuit of Happiness w/ Ben Oosterveld
February 7, 2022Apartment Buildings, Alberta Investing, Oil Price Predictions with Pierre-Paul Turgeon
February 1, 2022Quitting the Bank to Start Lendcity Mortgages With Real Estate Investor Scott Dillingham
January 24, 2022Meeting In Miami, Building A Full Time Real Estate Partnership With Stephen Jones & Don Lewis
December 22, 2021How Three Guys Learnt From Each Other Over Beers In The Garage To Achieve Financial Independence
November 22, 2021Starting With ZERO At Retirement Age To Real Estate Developers Using Borrowed RSP’s With Denise and Stuart
November 8, 2021Cash Flowing $500-1,000/Mth On YouTube, House Hacking In Northern Alberta With Nick Peitsch
November 1, 2021From Truck Driver, Shy Guy To Influencer and Raising Capital on Instagram With Mike Ferreira
October 25, 2021Chef Anderson Is Cooking Up Side Hustles of 25k/year and 4%/month With Anderson Carter-Griffith
October 11, 2021From No Fixed Address to Successful Investor and Coach Who Says “Wealth Won’t Wait” With Mike Desormeaux
September 27, 2021From 3 Heart Attacks, Losing A Million Dollars to Accumulating 380 Doors with Award-Winning Mentor Tim Tsai
September 20, 2021Fighting for Landlord and Tenant Rights, Property Management Updates with Kayla Andrade
September 13, 2021Starting A Six Figure Online Business, Replacing Job Income & Investing in 11 Doors in Belleville, ON with Jessie and George
September 6, 2021From Homeless and 150lbs overweight to the #1 Business Coach & Iron Man Triathlete Mary-Anne Gillespie
August 30, 2021Quitting Corporate, Pension, and 4 Properties at 24 Years Old With YouTuber Griffin Milks
August 17, 2021Why Wealth Hacking for the Golden Years is Imperative And How She Does It With Journalist/Teacher Karen Cumming
July 12, 2021How a Certified Financial Planner Personally Invests, 5 Questions to Ask a Financial Planner w Kathleen Van Den Berg
June 11, 202150/50 Joint Venture With Dad, 12 Properties in 15 Years, 21% ROI in 5 Months Stock Hacking With Matt Spada
May 28, 2021How To Small Scale Develop A Property Using Free Land With the Infill Boys: Andy, Charles & Steve
May 3, 2021Lessons In Commercial R.E. Through Crashes, Why Focus on Industrial & Nursing Facilities w. Shane Melanson
April 19, 2021Scaling Up From Single Family Houses to 150 Unit Buildings in the US, Hosting a MultiFam Conference w/ Seth Ferguson
April 9, 2021How to Smith Maneuver, Tax Advantages of Owning a Tesla, Personal Real Estate Corporations with Cherry Chan
April 5, 2021How To Buy A Condo for 2.5% Down, Democratizing Real Estate w/ Former Airbnb Executive Daniel Dubois…
March 26, 20214 Flips in 2021, Changing Diet, 51% ROI Stock Hacking, Investing Must Be FUN with Susan White Livermore
March 19, 2021From Not Knowing One’s Own Parents To Immigrating from Scotland to China, to Canada, Leaving Corporate and Buying Duplexes with Tony Cheung
March 5, 2021Lessons Investing In The Pandemic, Misfiring on US Investments, Building Houses for Investment With Andrew Hines
March 1, 2021Building a Brand of Influence, Alberta Market Update with Best Selling Author Russell Westcott
February 15, 2021Retiring From A Government Job To Full Time Invest in Windsor and Stock Hack with Joe Morden
January 29, 2021From Top Real Estate Coach in Canada To Launching New Authors From California With Julie Broad
January 22, 2021From Pumping Gas for a Living in Ontario to Moving to Edmonton as a Full Time Investor and Opening a Bank With Wayne Hillier
January 15, 2021Financial Lessons of 2020 from the Wealth Hacking CFP With 14 Properties and 1-2% Cash Flow Per Week With Kathleen Van Den Berg
January 8, 2021Starting Investing While In School, Growing Portfolio to 10+ Properties, Surviving the Lockdown, 57% ROI Stock Hacking With John Beddome
January 5, 2021Leaving Corporate By Investing in Condos, Then Duplex Conversions, Then Apartment Building Conversions, Six Figure Side Hustle Stock Hacking With Martin Kuev
January 5, 2021From Immigrant, To Single Mom, To Apartment Building Investor, Award Winning Real Estate Broker, To 6 Figure Stock Hacker With Khatera Osman
December 21, 2020How A Former Teacher, Now A Contractor Buys Off Market Houses to Duplexes And His New Found Six Figure Side Hustle With Rene Masse
December 11, 2020How Dave Knight Got Started in Real Estate, Graduated to Wholesaling and Flipping, and Giving Back to the First Responder Community
December 4, 20203 Side Hustles For Multiple Streams of Income: Real Estate Syndication, Hedge Fund, and Realtor with David Sun
November 27, 2020Raising Capital On Social Media, Flipping, Sourcing Flips, Flip Math, Private Lending With The Fruitful Investor Mat Piche
November 20, 2020Replacing Teacher Income With MLM and Real Estate and $200,000 On A Duplex Conversion with Pascale Brisson
November 13, 2020Age 26, Making $300,000 in 20 Months On Cash Flowing Duplexes and 70 Hour Weeks With Joe Costanza
November 6, 202010 Duplexes In Five Years, 100% Committing to Wealth Hacking, Cash Flowing 1-2% per WEEK with Kris Lewis
September 18, 2020How A Former Technology Executive Automates His Real Estate For Mega Savings and Profits with Christian Szpilfogel
September 11, 2020Commercial Investing for 160 Units Locally and in Curaçao. Plus How They Paid For Their Trip Around the World With Leslie and Jamie Collard
September 4, 2020Personal Growth Of A Single Parent From Selling Tupperware To Real Estate To Investing for 50% Returns and Stock Hacking with Lynne Tham
August 24, 2020How A Veterinarian Quit His Job By Investing in Real Estate and Stock Hacking with Michael Bugg
August 14, 2020Proving The Husband Wrong, Investing in Cottages, Developments, Retail Commercial, and Stock Hacking for Six Figures with Monica Lee
July 24, 2020Quitting Corporate at 29 By Investing In Real Estate and Stock Hacking with MR REI Himself, Cody Yeh
July 10, 2020Government Subsidy Update, Cherry Beating Erwin at Stock Hacking, BHAG, Investing in Insurance with Cherry Chan
June 26, 2020Buying Then Exiting $11M of Real Estate, Pursuing Passion In Buying A Business with Wade Graham
June 19, 2020No Excuses, Growing Up Poor, Abused, Failing College, to Real Estate Multi Millionaire with Author Roger Auger
June 12, 2020Balling out on Necker Island, Commercial Investing and Lending, New Start Up to Fight Covid19 with Diana House
May 29, 2020Starting Investing in the Later Years, Both Stocks and Real Estate And Selfishly Customizing Legal Insurance For the Investor with Victoria Masucci
April 8, 2020🚨Emergency Series EP3🚨 Stock Market Update w Best Selling Author, Godfather of Stock Options Lee Lowell
December 3, 2019Flipping, Developing, Building, Podcasting, BRRR’s, High End Student Rentals at Barely 30 Years Old With Andrew Hines
October 11, 2019How An Electrician Learnt to Hack Stocks and Earn Six Figures From His Smart Phone with Adriano
September 24, 2019Investing In Multi Family Residential Without Competition Because No One Else Wants It with Christian Szpilfogel
August 16, 2019New Investor at Age 24, Working 3 Jobs, Lessons Learnt Buying First Property, Importance of Network and REI Friends with Joseph Costanza
August 9, 2019Ex Financial Planner Now Multifamily Investing East of Toronto, Off Market Deals, Cap Rates and JV Structures with Sarah Coupland
July 22, 2019Haste & Hustle: Making Entrepreneurship Accessible Via Events and Living Like a Rock Star w/ Shauna Arnott
July 17, 2019Lessons On How To Build Houses For Small Developments with Expert of 12 years and 800+ Houses Steve Ford
June 30, 2019Increasing rent $1,000 w/ Middle Term Rentals; Student Rentals, Trampoline Park, Mother of Four w/ Gillian Irving
June 17, 2019$100 Million Portfolio To Almost Broke, The Myth of More, RRSP Secrets with Greg Habstritt
May 28, 2019Active Investing Vs Pre-Construction Investing, Doubling Investments Before Closing with Todor Yordanov
May 17, 2019Financing Market Update, Financing Vacation Properties, Heart Attack by 39 With The Best Mortgage Broker Dave Butler
March 18, 2019Aha Moment for the Hamilton Basket Brigade and How to Invest in Brantford Like a 28 Year Veteran with Former Economic Development Officer Paisely Mackenzie
February 26, 2019Are You Starting Out As An Investor and Thinking About Getting Your Real Estate License?
February 19, 2019How To Build a Portfolio of Over 200 Properties and Lessons Learned Surviving An Economic Downturn with Jared Hope
February 4, 2019Buying Ugly Commercial Buildings, a Combined 300,000 Square Feet, Renovating on Speculation and Changing Hamilton with Steve Kulakowsky
January 28, 2019Student Rental vs Shared Mature Adults Rental. Which has more cash flow? Which has less headaches? Which removed all the drywall for the landlord with baseball bats? w/ Anna Moore
January 17, 2019Little Known Strategies for a Perfect Morning, Perfect Day, Perfect Week for a Perfect Life with Craig Ballantyne
January 10, 2019Giving Cancer The Finger, Getting Screwed and Buying 10+ Investment Properties Anyways w. Tom Sullivan
November 19, 2018Investing early at Age 18 to Living The Dream the last 14 years Choking People and Becoming a World Champion at Jiu Jitsu with Barbie Benton
October 29, 2018Renovating Tips from 50-70 Renos, Starting a US fund, and Losing 100lbs, with Quentin D’Sousa Part 2
September 7, 2018From Renting a Basement to Over 100 Properties with Joint Venture Jedi Russell Westcott
August 17, 2018Growing Up Discriminated In Poverty to 21 Hold Forever Properties with Jules Mckenzie Part II
July 31, 2018Preacher’s Son, Ran Away From Home at 12, 365 Days In Rehab To Real Estate Success With Ben Oosterveld
October 18, 2017I Quit! Trading Security for Independence With Cash Flow Investing and Mindset – Rene Masse
