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Real Talk With Gary - Real Estate Investing

Gary Hibbert Real Estate Investor

Gary Hibbert is a Full Time Real Estate Investor, Licenced Real Estate Agent, achieving various Realtor awards and an Educator. In 2008, he purchased his first investment property and through hard work and dedication, left the regiment of the corporate world to become a Full Time Entrepreneur in 2014. Gary has helped hundreds of clients with creating a wealth strategy plan through public speaking, online webinars and even has his own podcast channel dedicated to inspire and educate anyone willing

business investing

All Episodes

32:49

Canada's Growing Debt Crisis - Wes Cowan

Real Talk With Gary - Real Estate Investing ·

2026/04/09

Canada's Growing Debt Crisis - Wes Cowan In today's episode, I'm joined by Wes Cowan from MNP Financial to talk about what's really happening beneath the surface of Canada's economy. While things may look stable from the outside, rising consumer debt, increasing insolvencies, and missed payments are telling a very different story. We break down what's pushing more Canadians to the edge, the warning signs to watch for, and what actually happens when things go too far—from consumer proposals to

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31:59

Understanding Canada's Debt Crisis - Wes Cowan

Real Talk With Gary - Real Estate Investing ·

2026/04/02

Understanding Canada's Debt Crisis - Wes Cowan In today's episode, I'm joined by Wes Cowan from MNP Financial to talk about what's really happening beneath the surface of Canada's economy. While things may look stable from the outside, rising consumer debt, increasing insolvencies, and missed payments are telling a very different story. We break down what's pushing more Canadians to the edge, the warning signs to watch for, and what actually happens when things go too far—from consumer proposals

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29:19

Rent Reporting: How Tenants Can Build Credit - Kayla...

Real Talk With Gary - Real Estate Investing ·

2026/03/27

Rent Reporting: How Tenants Can Build Credit - Kayla Andrade In this episode, I sit down with Kayla Andrade, landlord advocate and founder of Ontario Landlord Watch, to break down the real impact of Ontario's evolving rental landscape. In Part 1, we dove into Bill 60, new eviction timelines, tenant compensation, and what these changes mean for both landlords and tenants. In Part 2, we dive into rent reporting—how it works, how it affects tenant credit scores, and whether it's becoming the new

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29:02

Bill 60 Explained: What It Means For Ontario Rental...

Real Talk With Gary - Real Estate Investing ·

2026/03/19

Bill 60 Explained: What It Means For Ontario Rental Housing - Kayla Andrade In this episode, I sit down with Kayla Andrade, landlord advocate and founder of Ontario Landlord Watch, to break down the real impact of Ontario's evolving rental landscape. In Part 1, we unpack Bill 60, new eviction timelines, tenant compensation, and what these changes mean for both landlords and tenants. In Part 2, we dive into rent reporting—how it works, how it affects tenant credit scores, and whether it's

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31:33

Navigating Cottage Ownership in a Changing Market -...

Real Talk With Gary - Real Estate Investing ·

2026/03/12

Navigating Cottage Ownership in a Changing Market - Michelle Kelly In Part 2 I'm again joined by Michelle Kelly, editor and co-publisher of Cottage Life magazine. Michelle has spent more than two decades shaping one of Canada's most recognized lifestyle publications focused on cottage country. We talk about everything cottage living—from design tips and common buying mistakes to the reality of maintaining a cottage property. Michelle also shares insights into how the return to office is

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33:35

Cottage Life: What You Need To Know Before You Buy -...

Real Talk With Gary - Real Estate Investing ·

2026/03/05

Cottage Life: What You Need To Know Before You Buy - Michelle Kelly In this episode, I'm joined by Michelle Kelly, editor and co-publisher of Cottage Life magazine. Michelle has spent more than two decades shaping one of Canada's most recognized lifestyle publications focused on cottage country. We talk about everything cottage living—from design tips and common buying mistakes to the reality of maintaining a cottage property. Michelle also shares insights into how the return to office is

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31:41

The Next Level After Top Producer - Jayden Kennedy

Real Talk With Gary - Real Estate Investing ·

2026/02/26

The Next Level After Top Producer - Jayden Kennedy Part 2 of my conversation with Jayden Kennedy, a Top 5 individual agent with Keller Williams Canada, to break down what it really takes to succeed in today's real estate market. With over 80% of her clients coming from social media, Jayden shares how she converts strangers into long-term clients through trust, education, and consistent systems. This episode is packed with actionable advice for new agents—what she's learned over the years, how

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33:30

New Realtor Blueprint — What To Do In Your First 90...

Real Talk With Gary - Real Estate Investing ·

2026/02/19

New Realtor Blueprint — What To Do In Your First 90 Days - Jayden Kennedy In this episode, I sit down with Jayden Kennedy, a Top 5 individual agent with Keller Williams Canada, to break down what it really takes to succeed in today's real estate market. With over 80% of her clients coming from social media, Jayden shares how she converts strangers into long-term clients through trust, education, and consistent systems. This episode is packed with actionable advice for new agents—what to focus

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32:25

Rentals Today: The Truth Behind The Headlines -...

Real Talk With Gary - Real Estate Investing ·

2026/02/12

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

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34:31

Turning Tenant Placement Into a Thriving Real Estate...

Real Talk With Gary - Real Estate Investing ·

2026/02/05

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,

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32:03

Co-Signing Risks For Family Wealth - Georges El Masri...

Real Talk With Gary - Real Estate Investing ·

2026/01/29

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

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34:44

Today's Most Effective Real Estate Strategies -...

Real Talk With Gary - Real Estate Investing ·

2026/01/22

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

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32:56

Intergenerational Wealth & The New Canadian Mortgage

Real Talk With Gary - Real Estate Investing ·

2026/01/15

Intergenerational Wealth & The New Canadian Mortgage - Dion Beg EP 302 Pt 2 Part 2 of my conversation with my good friend Dion Beg, 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 helped Canadians close over ONE BILLION of real estate transactions, and consistently is ranked in the top 75 brokers. We dive into what

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35:03

Mortgage Products That Actually Work For The Self...

Real Talk With Gary - Real Estate Investing ·

2026/01/08

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

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34:37

Active Income Carries You When Your Rentals Don't -...

Real Talk With Gary - Real Estate Investing ·

2025/12/26

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

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34:36

The Mistake I Thought Would Break Me - But Didn't -...

Real Talk With Gary - Real Estate Investing ·

2025/12/10

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

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52:48

FROM THE ARCHIVES - "You Can Change Your Life" with...

Real Talk With Gary - Real Estate Investing ·

2025/11/27

Bonus Episode Alert — "You Can Change Your Life" with Les Brown In this powerful throwback episode, legendary motivational speaker Les Brown sits down with Gary Hibbert to unpack the mindset shifts, courage, and resilience needed to break through barriers and build a life of purpose. Whether you're a first-time homebuyer, investor, or simply striving for more — Les delivers a powerful jolt of inspiration that feels just as urgent today. Why it matters now: In uncertain economic and housing

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58:50

They Built Wealth Fast - Then Lost It: The Next Phase...

Real Talk With Gary - Real Estate Investing ·

2025/11/20

They Built Wealth Fast - Then Lost It: The Next Phase of Investing w/Alfonso Cuadra #300 Alfonso Cuadra, founder of Wealth Genius, founder of Cuadra Youth Foundation, coach, mentor, trainer and a 24-year investor with a multi-million dollar portfolio drops back into the studio to talk about how too many investors scaled too fast during COVID; what were some of the other mistakes that investors made from 2020 to 2022; how Alfonso is protecting his portfolio right now; where does he see some of the

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31:49

Real Estate Investing Gone Wrong: What Really...

Real Talk With Gary - Real Estate Investing ·

2025/11/13

Real Estate Investing Gone Wrong: What Really Happened - Mary-Anne Gillespie Part 2 of our conversation with Mary-Anne Gillespie, CEO of Red Apple Coaching, one of the most in demand performance coaches in North America for real estate agents joins me in conversation to dive into the real estate market; what were some of the big mistakes that real estate investors made; why so many people got into the preconstruction game; a market update and some predictions for 2026; what are some of the best

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33:32

Why 2026 Will Redefine Success For Realtors &...

Real Talk With Gary - Real Estate Investing ·

2025/11/06

Why 2026 Will Redefine Success For Realtors & Investors - Mary-Anne Gillespie Mary-Anne Gillespie, CEO of Red Apple Coaching, one of the most in demand performance coaches in North America for real estate agents joins me in Part 1 of our convo to talk about the strategies and tools that realtors can use to supercharge their careers! Mary-Anne has coached over 270 7-figure agents, working with some of the top real estate teams in Canada and the US. We chat about why agents shouldn't have a "Plan

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294 results

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