
Real Talk With Gary - Real Estate Investing
by Gary Hibbert Real Estate Investor
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From 17 epsHost
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Recent episodes
Unlocking U.S. Real Estate For Canadians
Jun 25, 2026
Unknown duration
44 Years Of Real Estate Lessons - Ronn James
Jun 11, 2026
32m 09s
The Backyard Investment Strategy Changing Ontario - JG Francoeur
Jun 4, 2026
31m 11s
Why Entrepreneurs Need To Think Differently Right Now - JG Francoeur
May 28, 2026
32m 18s
When Every Deal Worked... Until The Math Caught Up - Kasey Wong
May 21, 2026
31m 11s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/25/26 | ![]() Unlocking U.S. Real Estate For Canadians | Thinking about investing in U.S. real estate? In this episode, Gary talks with real estate investor and mortgage professional Gillian Irving about why more Canadians are buying south of the border, how to identify strong investment markets, avoid common financing mistakes, and build a successful long-term investment strategy. A must-listen for anyone looking to grow their real estate portfolio. Contact Gillian mortgages@gillianirving.com This episode proudly sponsored by Rent Panda. Rent Panda helps landlords go from listing to lease without wasted time or headaches along the way. Rent Panda provides the do it yourself landlord an online platform where you can list your property absolutely free. If you want to you can post your ad on multiple platforms, see tenant profiles, message tenants, schedule showings, get credit checks and build leases quickly and easily. Rent Panda also caters to the more passive landlord who needs to find a tenant. doing all of the leasing work, so all you have to do is sit back, relax, and get the best tenants presented to you. Find them at: https://www.rentpanda.ca Other Links: WATCH the podcast! https://www.youtube.com/@gary.hibbert Tags: #realestateincanada, #realestatepodcast, #realestateinvesting, #investingincanada, #geographicfreedom, #canadianrealestate, #canadianpodcast, #buyinghomes, #investmentproperties, #wealth, #howtobecomewealthy, #realestateboom, #explicit, #mentorship , #US Market, #purpose, #mistakes, #UnitedStatesRealEstate, #success, #entrepreneur | — | ||||||
| 6/11/26 | ![]() 44 Years Of Real Estate Lessons - Ronn James✨ | real estate lessonsperformance coaching+4 | Ronn James | realestatecoachingsuccess@gmail.comhello@deep-pockets.ca+2 | — | real estateperformance coach+5 | Deep Pockets | 32m 09s | |
| 6/4/26 | ![]() The Backyard Investment Strategy Changing Ontario - JG Francoeur✨ | real estate investingentrepreneurship+3 | JG Francoeur | Visture Property Group | — | real estateinvestment strategy+5 | McMurter & Associates | 31m 11s | |
| 5/28/26 | ![]() Why Entrepreneurs Need To Think Differently Right Now - JG Francoeur✨ | entrepreneurshipreal estate investing+5 | JG Francoeur | Visture Property Group | — | entrepreneurshipreal estate+5 | Better Mortgage Select | 32m 18s | |
| 5/21/26 | ![]() When Every Deal Worked... Until The Math Caught Up - Kasey Wong✨ | mindsetreal estate investing+4 | Kasey Wong | Better Mortgages Select | — | real estateinvesting+5 | Better Mortgage Select | 31m 11s | |
| 5/14/26 | ![]() School Taught You To Fit In, Life Rewards You For Breaking Out - Kasey Wong✨ | mindsetreal estate investing+4 | Kasey Wong | — | — | real estateinvesting+5 | Rent Panda | 31m 45s | |
| 5/7/26 | ![]() The Landlord's Guide To Winning With Tenants - Simona Zaslavsky✨ | real estate transactionslandlord and tenant issues+3 | Simona Zaslavsky | Mayfair Law Group | — | real estatelandlord+5 | Our Neighbourhood Realty | 31m 09s | |
| 4/30/26 | ![]() Behind The Deal - What Happens Before and After It Goes Firm - Simona Zaslavsky✨ | real estate transactionslandlord and tenant issues+3 | Simona Zaslavsky | Mayfair Law Group | — | real estatetransactions+6 | Deep Pockets | 32m 05s | |
| 4/23/26 | ![]() Don't Go Firm Yet! Smart Steps Every Buyer Should Take - Allison McMurter✨ | real estatebuying process+3 | Allison McMurter | McMurter and AssociatesReal Talk With Gary+1 | — | real estate investingbuyer protection+3 | Better Mortgage Select | 31m 39s | |
| 4/16/26 | ![]() Get Back Up To $130K on New Homes - Allison McMurter✨ | HST rebate changesnew construction homes+3 | Allison McMurter | mcmurter.commcmurterandassociates+1 | — | HST rebatenew homes+5 | Rent Panda | 31m 59s | |
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| 4/9/26 | ![]() Canada's Growing Debt Crisis - Wes Cowan✨ | Canada's economyconsumer debt+4 | Wes Cowan | MNP FinancialONRI.ca | — | debt crisisconsumer debt+3 | Our Neighbourhood Realty | 32m 49s | |
| 4/2/26 | ![]() Understanding Canada's Debt Crisis - Wes Cowan✨ | Canada's debt crisisconsumer debt+4 | Wes Cowan | MNP FinancialONRI.ca | — | debt crisisconsumer proposals+4 | Our Neighbourhood Realty | 31m 59s | |
| 3/27/26 | ![]() Rent Reporting: How Tenants Can Build Credit - Kayla Andrade✨ | rent reportingtenant credit scores+3 | Kayla Andrade | Ontario Landlord Watch | — | rent reportingcredit scores+5 | Deep Pockets | 29m 19s | |
| 3/19/26 | ![]() Bill 60 Explained: What It Means For Ontario Rental Housing - Kayla Andrade✨ | Ontario rental housingBill 60+4 | Kayla Andrade | Ontario Landlord Watch | — | Bill 60Ontario rental housing+5 | McMurter & Associates | 29m 02s | |
| 3/12/26 | ![]() Navigating Cottage Ownership in a Changing Market - Michelle Kelly✨ | cottage ownershipreal estate+3 | Michelle Kelly | Cottage Life | — | cottage livingreal estate investing+3 | Better Mortgage Select | 31m 33s | |
| 3/5/26 | ![]() Cottage Life: What You Need To Know Before You Buy - Michelle Kelly✨ | cottage livingreal estate+4 | Michelle Kelly | Cottage Life | — | cottage lifereal estate investing+5 | Rent Panda | 33m 35s | |
| 2/26/26 | ![]() The Next Level After Top Producer - Jayden Kennedy✨ | real estatesocial media+4 | Jayden Kennedy | Keller Williams Canada | — | real estate investingclient retention+3 | Our Neighbourhood Realty | 31m 41s | |
| 2/19/26 | ![]() New Realtor Blueprint — What To Do In Your First 90 Days - Jayden Kennedy✨ | real estatenew realtor+4 | Jayden Kennedy | Keller Williams Canada | — | real estate investingnew realtor blueprint+4 | Deep Pockets | 33m 30s | |
| 2/12/26 | ![]() Rentals Today: The Truth Behind The Headlines - Travis Gairy EP 304 Pt 2 | Rentals Today: The Truth Behind The Headlines - Travis Gairy EP 304 Pt 2 In Part 2 of my conversation with Travis Gairy, founder of The Lifestyle Group, we look at the massive opportunities within the rental market. Travis and his team have built a strong, service-first real estate business focused on helping clients buy, sell, rent, and invest across Toronto. With rentals becoming an increasingly competitive and strategic space, this episode dives deep into why tenant representation is not only valuable—but can be a long-term business builder for realtors. The conversation also touches on the current state of the condo and rental markets, emerging opportunities, how to build and lead a team, and how Lifestyle Group continues to evolve through "Lifestyle 2.0." Whether you're a realtor struggling in today's market, curious about rentals, or looking to diversify your business, this episode offers practical insights you don't want to miss. Contact: Email: Travis@listatto.com Insta: @travisgairy This episode proudly sponsored by McMurter & Associates. They are a real estate and estate law firm who can be your partner for every major legal event in your life. If you're planning an estate, selling or buying real estate, they can help with over 30 years of experience. Their objective is to prevent you from worrying about the legal aspect of your transactions. From the first meeting, McMurter will provide you with straightforward legal advice, and no surprises, including a legal bill you didn't expect. Find them at: https://www.mcmurter.com Other Links: Private Investing, visit https://deep-pockets.ca Tags: #realestateincanada, #realestatepodcast, #realestateinvesting, #investingincanada, #geographicfreedom, #canadianrealestate, #canadianpodcast, #buyinghomes, #investmentproperties, #wealth, #howtobecomewealthy, #entrepreneur, #Tenants, #marketupdate, #survival, #purpose, #mindset, #mortgages, #success, #investingincome | — | ||||||
| 2/5/26 | ![]() Turning Tenant Placement Into a Thriving Real Estate Business - Travis Gairy EP 304 Pt 1 | Turning Tenant Placement Into a Thriving Real Estate Business - Travis Gairy EP 304 Pt 1 Today I sit down with Travis Gairy, founder of The Listatto Team, for an insightful conversation about the power of working with tenants and the massive opportunities within the rental market. Travis and his team have built a strong, service-first real estate business focused on helping clients buy, sell, rent, and invest across Toronto. With rentals becoming an increasingly competitive and strategic space, this episode dives deep into why tenant representation is not only valuable—but can be a long-term business builder for realtors. We explore how to properly screen tenants, why collecting documentation matters, and how agents can guide renters from their first lease all the way to purchasing their first home within a few years. The conversation also touches on the current state of the condo and rental markets, emerging opportunities, and how Listatto Team continues to evolve through "Listatto 2.0." Gary also wraps the episode with a practical Tip of the Week on pricing your home correctly—and why the first 7–10 days on the market are critical to success. Whether you're a realtor struggling in today's market, curious about rentals, or looking to diversify your business, this episode offers practical insights you don't want to miss. Contact: Email: Travis@listatto.com Insta: @travisgairy This episode proudly sponsored by Better Mortgage Select - https://bmselect.ca Better Mortgages Select Are you looking to create generational wealth and get one step closer to financial freedom? If the answer is YES, then Better Mortgage Select is the brokerage for you. Better Mortgage Select has helped more real estate investors achieve financial freedom than any other mortgage brokerage in Canada. They are expert financial planning consultants that allow investors to grow their portfolio and have a unique way of helping clients navigate through the different banks and lending options available. Contact them today for a free consultation and get started on what could be a life-changing journey. Don't just get a mortgage, get a BETTER MORTGAGE!" email: info@bettermortgageselect.ca Other Links: WATCH the podcast! https://www.youtube.com/@gary.hibbert Tags: #realestateincanada, #realestatepodcast, #realestateinvesting, #investingincanada, #geographicfreedom, #canadianrealestate, #canadianpodcast, #buyinghomes, #investmentproperties, #wealth, #howtobecomewealthy, #entrepreneur, #Tenants, #marketupdate, #survival, #purpose, #mindset, #mortgages, #success, #investingincome | — | ||||||
| 1/29/26 | ![]() Co-Signing Risks For Family Wealth - Georges El Masri EP 303 Pt 2 | Co-Signing Risks For Family Wealth - Georges El Masri EP 303 Pt 2 In part 2 of my chat with Georges El Masri, real estate investor, agent, and host of The Well Off Podcast, we discuss all the risks and benefits of co-signing real estate for your children. George's investing journey began with his first BRRRR deal in 2017, and since then he has built a powerful real estate portfolio while helping others do the same. We dive into the hard lessons learned during the 2020–2022 real estate boom, the common mistakes many investors made, and how George adjusted his strategy to thrive in today's changing market. He openly shares the challenges he faced, how he overcame them, and the investment strategies that are working right now. We also look ahead to the opportunities George sees coming in the 2026 market, including creative deal structures that investors can start preparing for today. This is Part two of a two-part conversation, packed with real-world insights, practical strategies, and honest lessons for both new and experienced real estate investors. Contact: Web: WellOff.ca Insta: welloffx This episode proudly sponsored by Rent Panda. Rent Panda helps landlords go from listing to lease without wasted time or headaches along the way. Rent Panda provides the do it yourself landlord an online platform where you can list your property absolutely free. If you want to you can post your ad on multiple platforms, see tenant profiles, message tenants, schedule showings, get credit checks and build leases quickly and easily. Rent Panda also caters to the more passive landlord who needs to find a tenant. doing all of the leasing work, so all you have to do is sit back, relax, and get the best tenants presented to you. Find them at: https://www.rentpanda.ca Please a leave a review, as it helps Gary understand if he's bringing on the right guests that you want to hear from! Other Links: WATCH the podcast! https://www.youtube.com/@gary.hibbert | — | ||||||
| 1/22/26 | ![]() Today's Most Effective Real Estate Strategies - Georges El Masri EP 303 Pt 1 | Today's Most Effective Real Estate Strategies - Georges El Masri EP 303 Pt 1 In today's episode, I'm joined by Georges El Masri, real estate investor, agent, and host of The Well Off Podcast. George's investing journey began with his first BRRRR deal in 2017, and since then he has built a powerful real estate portfolio while helping others do the same. We dive into the hard lessons learned during the 2020–2022 real estate boom, the common mistakes many investors made, and how George adjusted his strategy to thrive in today's changing market. He openly shares the challenges he faced, how he overcame them, and the investment strategies that are working right now. We also look ahead to the opportunities George sees coming in the 2026 market, including creative deal structures that investors can start preparing for today. To wrap up the episode, I share this week's Tip of the Week, centered on goal setting and fulfillment—because true success means building wealth without sacrificing purpose. This is Part One of a two-part conversation, packed with real-world insights, practical strategies, and honest lessons for both new and experienced real estate investors. Contact: Web: WellOff.ca Insta: welloffx his episode proudly sponsored by Our Neighbourhood Realty - ONRI.ca Realtors, are you looking for a brokerage that truly supports your growth? At Our Neighbourhood Realty, we offer training programs created by experienced agents to help you succeed. Our 'Pathfinder Course' is designed to guide you through the real estate landscape, giving you the tools and knowledge to excel. We also host events featuring top industry experts to ensure you stay ahead in this competitive market. Join a community that values mentorship, innovation, and your success. Visit ONRI.ca to learn more and become part of our team today! Please a leave a review, as it helps Gary understand if he's bringing on the right guests that you want to hear from! Other Links: Real Estate Investment Club visit https://www.smarthomechoice.ca | — | ||||||
| 1/8/26 | ![]() Mortgage Products That Actually Work For The Self Employed - Dion Beg EP 302 Pt 1 | Mortgage Products That Actually Work For The Self Employed - Dion Beg EP 302 Pt 1 My good friend, mortgage agent and founder of Kanga Mortgage, one of the most trusted voices in the real estate financing world joins me in a deep discussion around financing for self employed people. He's got over 2 decades of experience and he's help Canadians close over ONE BILLION of real estate transactions, and consistently is ranked in the top 75 brokers. We dive into what mortgage products are working for self employed and business owners; we get into the recent changes to mortgage rules; parents helping adult children buy their first home; the pros and cons of co-signing; what types of properties is he seeing families buying in this market; a market update; what happened in 2025; where does he see things happening in 2026; and MUCH MORE! And in Part 1 Gary shares a tip of the week on business! Contact: http://kangamortgage.ca dion@kangamortgage.ca This episode proudly sponsored by McMurter & Associates. They are a real estate and estate law firm who can be your partner for every major legal event in your life. If you're planning an estate, selling or buying real estate, they can help with over 30 years of experience. Their objective is to prevent you from worrying about the legal aspect of your transactions. From the first meeting, McMurter will provide you with straightforward legal advice, and no surprises, including a legal bill you didn't expect. Find them at: https://www.mcmurter.com Other Links: Private Investing, visit https://deep-pockets.ca | — | ||||||
| 12/26/25 | ![]() Active Income Carries You When Your Rentals Don't - Sarah Larbi EP 301 Pt 2 | Active Income Carries You When Your Rentals Don't - Sarah Larbi EP 301 Pt 2 Previous guest Sarah Larbi, multi stream investor, mentor, podcast host popped down to the new studio to join me in a raw, uncut conversation to discuss what mistakes she's made over the past few years, after turning to real estate investing full time in 2020…what a time to leave your corporate job and survive on entrepreneur income! UNE IN! Some of her biggest mistakes; mistake other investors made and whether they're going to get back in the game; where she things the market is headed in 2026; how her relationship ending after 20 year propelled her into huge growth; her interest in fitness taking on a more dedicated path; what are mid-term rentals and how it's providing Sarah with predictable, reliable income; Inspired Beach Resort, and how it will add to her portfolio; and MORE! And in Part 1 Gary shares a tip of the week on how to change your behaviour! Contact: http://sarahlarbi.com Sarah@sarahlarbi.com This episode proudly sponsored by McMurter & Associates. They are a real estate and estate law firm who can be your partner for every major legal event in your life. If you're planning an estate, selling or buying real estate, they can help with over 30 years of experience. Their objective is to prevent you from worrying about the legal aspect of your transactions. From the first meeting, McMurter will provide you with straightforward legal advice, and no surprises, including a legal bill you didn't expect. Find them at: https://www.mcmurter.com Other Links: Private Investing, visit https://deep-pockets.ca Tags: #realestateincanada, #realestatepodcast, #realestateinvesting, #investingincanada, #geographicfreedom, #canadianrealestate, #canadianpodcast, #buyinghomes, #investmentproperties, #wealth, #howtobecomewealthy, #entrepreneur, #explicit, #marketupdate, #survival, #purpose, #mindset, #mortgages, #success, #investingincome | — | ||||||
| 12/10/25 | ![]() The Mistake I Thought Would Break Me - But Didn't - Sarah Larbi | The Mistake I Thought Would Break Me - But Didn't - Sarah Larbi EP 301 Previous guest Sarah Larbi, multi stream investor, mentor, podcast host popped down to the new studio to join me in a raw, uncut conversation to discuss what mistakes she's made over the past few years, after turning to real estate investing full time in 2020…what a time to leave your corporate job and survive on entrepreneur income! Some of her biggest mistakes; mistake other investors made and whether they're going to get back in the game; where she things the market is headed in 2026; how her relationship ending after 20 year propelled her into huge growth; her interest in fitness taking on a more dedicated path; what are mid-term rentals and how it's providing Sarah with predictable, reliable income; Inspired Beach Resort, and how it will add to her portfolio; and MORE! And Gary shares a tip of the week on how to change your behaviour! Contact: http://sarahlarbi.com Sarah@sarahlarbi.com This episode proudly sponsored by Better Mortgage Select. Are you looking to create generational wealth and get one step closer to financial freedom? If the answer is YES, then Better Mortgage Select is the brokerage for you. Better Mortgage Select has helped more real estate investors achieve financial freedom than any other mortgage brokerage in Canada. They are expert financial planning consultants that allow investors to grow their portfolio and have a unique way of helping clients navigate through the different banks and lending options available. Contact them today for a free consultation and get started on what could be a life-changing journey. Don't just get a mortgage, get a BETTER MORTGAGE!" Other Links: Private Investing, visit https://deep-pockets.ca Tags: #realestateincanada, #realestatepodcast, #realestateinvesting, #investingincanada, #geographicfreedom, #canadianrealestate, #canadianpodcast, #buyinghomes, #investmentproperties, #wealth, #howtobecomewealthy, #entrepreneur, #explicit, #marketupdate, #survival, #purpose, #mindset, #mortgages, #success, #investingincome | — | ||||||
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