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 impacting cottage demand, why succession planning for family cottages matters, and the importance of safety on the water.

This is part one of a two-part conversation that explores the lifestyle, challenges, and future of cottage country living in Canada.

Before the interview, I also share a Tip of the Week about living your best life, staying in a flow state, and thinking about retirement in a different way.

Contact:

Web: https://cottagelife.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

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 AI is helping her be more efficient, how systems and automation help her be more effective and stand out from the crowd, seeking repeat business vs. New clients, leveraging your CRM and MUCH more!

If you're a realtor looking to grow, scale, or start strong, this co nversation is a must-listen.

Contact:

Email: [email protected]

Insta: @jaydenkennedyrealestate

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:

Real Estate Investment Club visit https://www.smarthomechoice.ca

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 on in your first 90 days, how to build confidence without a track record, and whether joining a team is the right move.

Plus, Gary shares a powerful reminder: fear in the market often means opportunity—if you're in the right rooms.

If you're a realtor looking to grow, scale, or start strong, this conversation is a must-listen.

Contact:

Email: [email protected]

Insta: @jaydenkennedyrealestate

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 [email protected]

Other Links:

WATCH the podcast! https://www.youtube.com/@gary.hibbert

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: [email protected]

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

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: [email protected]

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: [email protected]

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

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

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

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 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

[email protected]

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 [email protected]

Other Links:

WATCH the podcast! https://www.youtube.com/@gary.hibbert

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

[email protected]

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

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

[email protected]

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