Real Talk With Gary - Real Estate Investing

Hosted by Gary Hibbert Real Estate Investor

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Episodes

317

Latest episode

Oct 2026

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About the show

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 to change their mindset. He continues to play an active role in his community by attending corporate, private and school events to educate adults and especially children. Gary's inspiration and hard work comes from his passion in helping others and wanting to make a difference in their lives. "Being able to design a lifestyle of your choice is not an easy feat, however, it's attainable as long as you have passion and know what your 'why' is. " - Gary Hibbert

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60 recent

October 21, 2026Episode 32133 min

The Brokerage Of The Future w/Howard Drukarsh

The Brokerage Of The Future w/Howard Drukarsh What does it take to build a real estate business that lasts? Howard Drukarsh, co-founder of Right at Home Realty and Pathmark Partners, shares lessons on leadership, integrity, company culture and succession planning. We also look ahead at the future of real estate brokerages, including commission models, technology and the need to adapt. The takeaway: build the right people, culture and systems so your business can succeed without depending entirely on you. Contact Howard: howard@pathmarkpartners.com 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 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

October 15, 2026Episode 32134 min

Building A Real Estate Business That Lasts w/Howard Drukarsh

Building A Real Estate Business That Lasts w/Howard Drukarsh What does it take to build a real estate business that lasts? Howard Drukarsh, co-founder of Right at Home Realty and Pathmark Partners, shares lessons on leadership, integrity, company culture and succession planning. We also look ahead at the future of real estate brokerages, including commission models, technology and the need to adapt. The takeaway: build the right people, culture and systems so your business can succeed without depending entirely on you. Contact Howard: howard@pathmarkpartners.com This episode proudly sponsored by Smart Home Choice. At Smart Home Choice, we help investors navigate today's real estate market with creative strategies that build long-term wealth. From garden suites and multi-unit conversions to rent-to-own opportunities, private lending, and cash-flow focused investments, our team works with clients looking for smarter ways to grow in real estate. Whether you're expanding your portfolio or looking for new opportunities in today's changing market, Smart Home Choice is here to help guide you every step of the way. Visit SmartHomeChoice.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: Private Investing, visit https://deep-pockets.ca

October 8, 2026Episode 32035 min

20 Years In Real Estate: Lessons, Leadership & Mindset w/ Danielle Pinnock

20 Years In Real Estate: Lessons, Leadership & Mindset w/ Danielle Pinnock In this episode of Real Talk With Gary, I sit down with Danielle Pinnock from London Property Group, a seasoned real estate professional with nearly two decades of experience and, more importantly, someone who played a major role in shaping my own journey into real estate. Danielle shares her path into the industry, the challenges of going out on her own, building a team, and what she looks for when bringing agents into her business. The conversation also explores the difficult conversations that come with working with clients, the importance of surrounding yourself with the right people, and the books and mindset principles that have helped shape Danielle's career. This is a conversation about more than real estate. It's about taking chances, believing in yourself before you have the results to prove it, finding people who see your potential, and having the courage to bet on yourself. The episode's key message is simple: sometimes you have to take the leap before you feel completely ready. Contact Danielle: Email: danielle@thelpg.ca Phone: 519.671.7653 This episode proudly sponsored by Visture.ca Here's an idea... turn that grass into cash. Every month you wait to build a coach home or secondary suite could be costing you about $2,200 — that's over $26,000 a year. Visture is your investor-friendly builder and contractor partner, from quick rent-ready renovations to full turnkey coach home builds. Visit Visture.ca, call or text 705-998-2017 that's 705-998-2017 or visit Visture.ca Find them at: Visture.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: Real Estate Investment Club visit https://www.smarthomechoice.ca Tags: #realestateincanada, #realestatepodcast, #realestateinvesting, #investingincanada, #geographicfreedom, #canadianrealestate, #canadianpodcast, #buyinghomes, #investmentproperties, #wealth, #howtobecomewealthy, #realestateboom, #explicit, #mentorship , #hardtimes, #purpose, #mistakes, #newrealtor , #success, #entrepreneur

October 2, 2026Episode 31933 min

Beyond MLS: How Realtors & Wholesalers Can Work Together w/ Aaron Moore

Beyond MLS: How Realtors & Wholesalers Can Work Together w/ Aaron Moore In part 2 of my conversation with real estate investor Aaron Moore along with newbie wholesaler Darren Ramsperger, we break down how real estate wholesaling really works, from finding off-market properties and motivated sellers to negotiating and closing deals. We also explore how realtors and professional home buyers can work together to create more opportunities for homeowners. The conversation highlights an important lesson for investors and agents alike: some of the best real estate opportunities aren't found on MLS. They're found through relationships, conversations, and knowing where to look. 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

September 24, 2026Episode 31933 min

How Wholesaling Really Works: From Seller To Closing w/ Aaron Moore

How Wholesaling Really Works: From Seller To Closing w/ Aaron Moore Real estate investor Aaron Moore joins me along with newbie wholesaler Darren Ramsperger to break down how real estate wholesaling really works, from finding off-market properties and motivated sellers to negotiating and closing deals. We also explore how realtors and professional home buyers can work together to create more opportunities for homeowners. The conversation highlights an important lesson for investors and agents alike: some of the best real estate opportunities aren't found on MLS. They're found through relationships, conversations, and knowing where to look. This 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: WATCH the podcast! https://www.youtube.com/@gary.hibbert

September 10, 2026Episode 31832 min

Beyond Real Talk: Focus, Shift, Build: Leading Through Change w/ Georges El Masri

Beyond Real Talk: Focus, Shift, Build: Leading Through Change w/ Georges El Masri In this special episode of Real Talk With Gary , I step to the other side of the microphone, joining Georges El Masri for a conversation about Focus, Shift & Build . We explore the realities of today's real estate market and why success isn't about resisting change, but recognizing when it's time to adapt. I share lessons from years of entrepreneurship, corporate leadership, joint ventures, and building strong teams, along with my perspective on active versus private mortgages and the challenges and opportunities facing business owners and real estate professionals today. It's a conversation about leadership, entrepreneurship, navigating change, and building businesses that can stand the test of time. Listen in for practical lessons you can apply to your own business, investments, and life. This episode proudly sponsored by Deep Pockets - https://deep-pockets.ca If you're look to borrow or invest funds, Deep Pockets should be at the top of your list. It is a preferred choice for secure lending, and as a borrower you have the option of flexible terms and repayment plans, as Deep Pockets has flexible credit criteria and income approvals. As an investor, YOU GET TO BE THE BANK, using your cash, your RRSPs, LIRAs or even TFSAs. Earn maximum returns with NO out of pocket expenses. To find out more, visit the website or email hello@deep-pockets.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: Real Estate Investment Club visit https://www.smarthomechoice.ca Tags: #realestateincanada, #realestatepodcast, #realestateinvesting, #investingincanada, #geographicfreedom, #canadianrealestate, #canadianpodcast, #buyinghomes, #investmentproperties, #wealth, #howtobecomewealthy, #realestateboom, #explicit, #mentorship , #hardtimes, #purpose, #mistakes, #selfreflection , #success, #entrepreneur

August 27, 2026Episode 31724 min

The Real Secret To Scaling A Property Portfolio w/Kyle Ford

The Real Secret To Scaling A Property Portfolio w/Kyle Ford When is the right time to leave your full-time job and bet on yourself? In this 2nd episode, I sit down with Kyle Ford for an honest conversation about entrepreneurship, real estate, calculated risk, and building something meaningful . We explore what it really takes to make the leap from a steady career into something bigger, why your foundation matters, and how to recognize when your current situation may be limiting your potential. We discuss why it's important to surround yourself with the right team; what happens when you run out of money, and you will; how to evaluate joint venture partners; who does what; and MUCH more! This isn't a story about overnight success. It's about the setbacks, sacrifices, difficult decisions, and persistence required to build a successful business and create a life on your own terms Whether you're thinking about becoming an entrepreneur, investing in real estate, or simply wondering if it's time to make a change, this conversation offers a realistic look at what it takes to take the leap—and make it work. I'm always open to an honest conversation about where I've been and where I'm going, and how I can help you can take yourself farther than you ever thought possible. Contact Gary Gary@smarthomechoice.ca 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 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 Tags:

August 20, 2026Episode 31726 min

Why Your 9-5 Won't Outpace Inflation w/Kyle Ford

Why Your 9-5 Won't Outpace Inflation w/Kyle Ford When is the right time to leave your full-time job and bet on yourself? In this episode, I sit down with Kyle Ford for an honest conversation about entrepreneurship, real estate, calculated risk, and building something meaningful . We explore what it really takes to make the leap from a steady career into something bigger, why your foundation matters, and how to recognize when your current situation may be limiting your potential. This isn't a story about overnight success. It's about the setbacks, sacrifices, difficult decisions, and persistence required to build a successful business and create a life on your own terms Whether you're thinking about becoming an entrepreneur, investing in real estate, or simply wondering if it's time to make a change, this conversation offers a realistic look at what it takes to take the leap—and make it work. I'm always open to an honest conversation about where I've been and where I'm going, and how I can help you can take yourself farther than you ever thought possible. Contact Gary Gary@smarthomechoice.ca 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

August 13, 2026Episode 31642 min

The Investor's Playbook: Wealth, Leadership & Freedom

The Investor's Playbook: Wealth, Leadership & Freedom In this second special episode, I join Don Chen on the other side of the microphone to share the story behind my entrepreneurial journey. In part 1 we discussed starting in real estate investing during the 2008 financial crisis to building businesses, leading a brokerage, and mentoring others, we discussed the failures, sacrifices, and mindset that shaped my success. A candid conversation about resilience, perseverance, and why your biggest challenges often become your greatest opportunities. In part 2 we discuss my preferred real estate strategies, should you invest now or wait, is inflation coming back and what would it mean for investors, what's a Red Line and why you should have one, when it's time to leave your full time job and become a full time investor, and MORE! Contact Gary Gary@smarthomechoice.ca 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 Please a leave a review, as it helps Gary understand if he's bringing on the right guests that you want to hear from! Private Investing, visit https://deep-pockets.ca

August 6, 2026Episode 31634 min

Beyond Real Talk - Gary's Story

Beyond Real Talk - Gary Hibbert's Story In this special episode, I join Don Chen on the other side of the microphone to share the story behind my entrepreneurial journey. From starting in real estate investing during the 2008 financial crisis to building businesses, leading a brokerage, and mentoring others, I discuss the failures, sacrifices, and mindset that shaped my success. A candid conversation about resilience, perseverance, and why your biggest challenges often become your greatest opportunities. Contact Gary Gary@smarthomechoice.ca 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

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