This week on The Truth About Real Estate Investing for Canadians , I’m joined by Nathan Payne , founder of Painless Flipping —and no, that’s not just a clever name. Nathan’s a full-time real estate wholesaler who runs his entire U.S.-based business virtually… from small-town Ontario, Canada . We get into: ✅ How he wholesales houses without ever meeting sellers in person ✅ His pivot during COVID that expanded his business nationwide ✅ Why he prefers wholesaling in the U.S. over Canada (spoiler: f...
Jun 16, 2025•59 min
I’m thrilled to have Tony Irwin on the show today. Tony is the President and CEO of both the Canadian Federation of Apartment Associations (CFAA) and the Federation of Rental Housing Providers of Ontario (FRPO) — two of the largest organizations advocating for landlords and rental housing providers at the provincial and national levels. With years of experience in policy, government relations, and housing advocacy , Tony is at the forefront of the fight to protect landlords, encourage rental sup...
May 27, 2025•1 hr 18 min
Are you a Canadian investor struggling with low cash flow, rent control, or expensive renovations? In this episode, we sit down with Ben Barry , a U.S. real estate expert who's deployed over $2 billion in capital and helped transform how investors like you succeed south of the border. What You’ll Learn: How Canadian investors can tap into high-yield U.S. rental markets Why technology and data are changing the game in real estate The real story behind turnkey rentals and institutional landlords T...
May 12, 2025•1 hr
Hey friends, this is Erwin Szeto, and welcome to The Truth About Real Estate Investing for Canadians , where it’s my job to interview the top minds in real estate and business to uncover the strategies, mindsets, and habits that actually work—especially in today’s market. My guest today is Michael Ponte—a full-time real estate investor, educator, and co-founder of Savvy Investor . He’s been investing for more than 20 years and owns a multi-provincial portfolio that spans Alberta, BC, and Atlanti...
May 01, 2025•1 hr 7 min
Greetings friends, this is Erwin Szeto, and welcome to The Truth About Real Estate Investing for Canadians, the #9 ranked podcast for Canadian Investment and Personal Finance per FeedSpot! Thank you listeners and past guests of this show! As always it’s a honour to have this platform and ability to give back to the community that has been so much to my family and I where we all share a passion for the best investment class in the world: real estate. Here on this show, it’s my job to interview th...
Apr 22, 2025•1 hr 8 min
✅ Understand why investors are shifting to U.S. markets ✅ Learn how to raise capital and structure bigger deals ✅ Hear what it takes to put 5,000 investors in a room with A-listers Ever wonder what it takes to build Canada’s biggest investing conference? My old friend Seth Ferguson, returns to the show, after losing all his rental properties to a nasty divorce along with his golf clubs, he started the Multifamily Conference in Covid in 2022 which was excellent, 2023 was headlined by Grant Cardon...
Apr 11, 2025•1 hr
It’s not all bad 🙂 Thank you to everyone who took time out of their busy schedules to wish me a happy birthday. The vast majority of messages came from the real estate investing community, and reading all the comments and seeing the names brought back a lot of memories—many from easier times for real estate investors. My fellow escape-room-loving, nerdy friends attempted to be among the elite 4% who successfully escape... #FAIL This mango cake tasted better than it looks The Problem: The Changi...
Apr 02, 2025•23 min
From RCMP to Developing 66 and 20 Unit Apartment Buildings: Marc Amyot's Journey of Strategic Development Strategic Partnerships Matter: How mentorship from industry experts transformed Marc's real estate investing approach Location, Location, Innovation: Marc reveals how strategic site selection, zoning knowledge, and maximizing land use can turn a $640,000 property into a $7 million development project Breaking Down the Numbers: Inside two projects - a 66-unit and 20-unit apartment development...
Mar 14, 2025•1 hr 1 min
On to this week’s show! This week we have an amazing guest who’s been on a bumpy path. I’ve known Ryan Carr for quite some time but when I attended Truth Your Talent’s Awards Gala, the coach who had the most award winners and thank yous was Ryan hence I invited Ryan Carr onto the show which he gracefully accepted. From household $400k income, Corporate Burnout to 200 door real estate portfolio and more importantly Financial Freedom: Ryan Carr's Remarkable Journey What happens when a high-powered...
Mar 05, 2025•1 hr 10 min
On to this week’s guest! I’m thrilled to introduce Wei Ting, an unstoppable entrepreneur, speaker, and innovator reshaping the rental landscape in Ontario with plans to expand across Canada. After losing over $35K to non-paying tenants and spending countless hours navigating Ontario’s complex rental compliance laws, Wei Ting decided enough was enough. She co-founded Openroom, a bold step toward building a transparent and connected rental ecosystem for landlords and tenants alike. And if that was...
Feb 12, 2025•1 hr 10 min
On to this week’s guest, Kevin Costain is the poster boy for reform being needed in Ontario and he’s doing something about it as the new Chair of SOLO: Small Ownership Landlords of Ontario. He’s fighting for the small everyday investor like I do. He is the author of the book “Rent To Ruin” where he documents his ordeal with his tormentor: the tenant living in Kevin’s house. It is an all too common story where an everyday homeowner has a life change, makes what used to be a financially pragmatic ...
Feb 06, 2025•1 hr 44 min
On to this week’s show! We have my old friend Quentin D’Souza returning to the show at my request as I need a trustworthy real estate expert to share with you the listener about the multi family market who’s not going to sugar coat how tough the last few years have been and what and where the opportunity is going forward. Quentin is going to share his journey, how he does hard things and involves his family to lead his best, most successful life possible. Quentin is founder, Chief Education Offi...
Jan 30, 2025•1 hr 12 min
On to this week’s guest! Again, Hart is a friend, I refer him clients all the time for tenant location services. This may sound like a paid endorsement and full disclosure, Hart Pays me nothing. We receive zero compensation for me having Hart on this show and sending him referrals. It’s too bad we’re selling the rest of our Ontario portfolio in the near future so I could have asked him for favours but no. Nothing LOL. Which I don’t mind so my judgement is not clouded. We get a long because we’re...
Jan 16, 2025•1 hr 13 min
Cory is a 20 year investor who's been through rough times back in the financial crisis, from Toronto he was investing on the wrong side of the tracks in London, Ontario, sleeping inside the renovation project as he didn’t have funds for trades and to cut down on his commute from Toronto. Fast forward to today, Cory’s been a full time investor for 2.5 years specializing in BRRRR investments, suiting basements, garden suites and an office to residential conversion that’s gone anything but smoothly...
Jan 02, 2025•1 hr 15 min
Please welcome co-founder of Addy Stephen Jagger, I’m excited to have him, if you haven’t heard of Addy before, it’ll blow your mind. If you have, the advancements in deal offerings, technology will surprise you along with one of their investment vendors who went belly up. Oh yeah, this is the truth about real estate investing show so when deals go sideways, I’m going to ask about them, Stephen, kudos to him does not avoid my questions and better yet they’d already publicly addressed them. https...
Dec 16, 2024•1 hr 2 min
In this episode, we sit down with Christine Traynor, from Victoria, BC, a seasoned real estate professional who has navigated the industry from multiple angles. She started as a paralegal in mortgage enforcement/foreclosures, became an appraiser in 2002, worked in for a high end real estate developer then buying a real estate appraisal firm, buying two more with creative financing and in 2024, sold those businesses for a seven figure exit. What’s now keeping Christine busy is her current venture...
Dec 02, 2024•1 hr 2 min
Now for those of you with deeper pockets and want to be developers closer to home, we have my old friend Pierre Paul Turgeon returning to the show. A former industry insider as an underwriter at the CMHC, active investor, and real estate expert in the apartment building space, who has analyzed 100s of large, lucrative multifamily investment deals all over Canada. As a good Canadian, Pierre Paul wants to help build more housing and believes it is developers in Canada who have the greatest potenti...
Nov 22, 2024•1 hr 18 min
This week we have an everyday, blue collar Canadian, 33 year old Shayne from Montreal who just bought his first investment property and he has executed a BRRRR in suburban Memphis, Tennessee. The ARV is substantially higher than projected, rent came in almost 10% higher. Shayne is the youngest client of mine by far for years and years so I’m of course excited to have been part of Shayne’s journey to become a successful investor and mentor him in scaling up to not just have a large portfolio but ...
Nov 13, 2024•49 min
Today’s guest is Dr. Wing Lim, a true renaissance man - a dedicated medical professional and serial entrepreneur who has built an impressive portfolio of healthcare facilities and senior living communities. For over 30 years, he has balanced a thriving family medicine practice with innovative real estate ventures. Dr. Lim's impact extends far beyond the medical field. He has spearheaded the creation of the state-of-the-art Synergy Wellness Center and the award-winning Esther Gardens senior resid...
Oct 30, 2024•1 hr 3 min
Today’s guest is my good friend and past client, Adam Johnson, CPA, CA, CBV, CFA—who, at the time, was my youngest client and didn’t have as many letters behind his name. Adam’s not your average CPA. He’s also a Chartered Business Valuator CBV and Chartered Financial Analyst CFA, making him one of less than 100 people in Canada with all three designations. He even ranked #1 in the country on his CBV exam. But what really sets him apart is his hands-on experience with one of Canada’s biggest inve...
Oct 24, 2024•1 hr 27 min
We have the co-founder of Trust Your Talent, Tim Tsai returning to the show after a two year hiatus from the show. Tim’s members include 150 who have achieved some level of financial freedom, including the first level which is to have one’s monthly expenses covered by the cash flow from their investments. That’s a lot of people Tim and co-founder Rey have directly coached and mentored but he’s not alone as past guests of this show Vince Lee and Brooke Shang are past members and now coaches of Ti...
Oct 10, 2024•1 hr 1 min
On to this week’s show, a topic I’m a big fan of, avoiding long-term rentals in tenant friendly provinces like Ontario hence we have Spencer and Ashley Giles back for round 2. If you didn’t already know, vacation rentals are a business, 24-7 for some like Airbnb managers like Spencer and Ashley Giles who are back to share more, dig deeper into the strategy including operating and owning in the USA. Their management portfolio is 50 properties at time of recording spread across much of Ontario and...
Sep 30, 2024•1 hr 14 min
Our guest Meghan Hubner is a real estate business consultant who helps investors run their portfolios like a business. After a 12-year career in medical and pharmaceutical sales, Meghan transitioned to entrepreneurship, using her degree in entrepreneurship to work with various businesses. About 4 years ago, she started focusing on real estate investors, helping them with accounting, finance, operations, and building systems to stabilize and grow their businesses. Meghan is also an experienced re...
Sep 19, 2024•1 hr 2 min
On to this week’s guest! Award-Winning Real Estate Investor, Coach, Speaker, Educator & Proud Entrepreneur, my old friend Elizabeth Kelly who tells it like it is. Elizabeth shares about her wins and losses in real estate. She’s been an active leader in the community for nearly 20 years and is here to tell us about how we Canadian real estate investors can be resilient, what she sees for our collective futures in real estate and she’s hosting the 3rd annual Real Estate Resilience Business Edi...
Sep 10, 2024•1 hr 25 min
Mike Beer is is an owner of a real state investment company Mike Beer Investments. They have developed an investing system that has been working for well over a decade and invest in apartment buildings in Canada. His mission is to enable each of his investors to provide their families with the financial future they truly deserve. In the past he was a professional ski instructor and scuba divemaster. Now he focuses on coaching for charity, ice water plunges, health, and loves personal self develo...
Aug 23, 2024•1 hr 25 min
We have a college instructor on this week’s show! Brian Gordon is an old friend of mine from years ago, he works full time for the largest appraisal company in Canada, if not North America in Management. Prior to that he worked as a Senior Property Tax Analyst for one of Canada’s largest REITs, if not the biggest. Linkedin: https://www.linkedin.com/in/brigor/ Brian has been methodically growing his own real estate portfolio over 7 years consisting of duplexes, a AirBnb in Blue Mountain, more rec...
Aug 15, 2024•1 hr 15 min
We have my friends returning to the show, Marty and Amanda who’ve been renovating and investing for nearly 20 years, Amanda Bouck has managed properties for nearly 20 years, Marty her husband is a carpenter by trade and personally much of their 15+ duplex conversions in Guelph. They are a power couple: they get numbers, execution, cash flow and hate vacancy. They drank the same Kool Aid I did. They’re reward is a country acreage and building the custom home of their dreams they’re too humble to ...
Aug 06, 2024•1 hr 12 min
Greetings my fellow investors and truth seekers, this is the Truth About Real Estate Investing Show for Canadians and if you’re addicted to social media like I am, there’s not a lot of good news within our community. It’s not all bad, we just had Kelly Caldwell, Victoria Cluney, and Milena Simsic. Spencer and Ashley with their AirBnbs, Zac Killem whose company Front Lobby will thrive. In general those with healthier portfolios as in not over leveraged, focus on cash flow and operational executio...
Jul 26, 2024•20 min
This week’s guest is the lovely Kelly Caldwell, who has converted over a dozen single family houses for basement suites AND garden suites. Together with husband Jeff Caldwell, they’ve become leaders in their community, Collingwood, ON filling in the missing middle working closely with local government as such they were invited to be a part of a new HGTV inspired series called Home Suite Home where viewers can follow along as Kelly and Jeff navigate the world of accessory suite financing, design ...
Jul 22, 2024•1 hr 4 min
Real estate development for it’s lack of long term tenants makes more sense which is a great segway for this week’s guest Victoria Cluney fresh off recording a show on Dragon’s Den to pitch her Tiny Home community and manufacturing of tiny houses!! Victoria is under a hush agreement about what happens on her episode but will share her experience auditioning, getting called back and pitching to the real life Dragons for the show. Victoria is a returning guest of this show who’s on a great journey...
Jul 10, 2024•1 hr 8 min
