Advocating For a Fair Rental Market For Small Landlords w/Kevin Costain EP 274   Kevin Costain from SOLO (Small Ownership Landlords of Ontario) joins me on today’s podcast to discuss all the challenges small landlords face with rent control, LTB issues and MORE. Kevin has a background in technology, is a small landlord, a small business owner for 20 years and currently sits on the board of SOLO but will be chairman in 2025. SOLO educates and assists small landlords navigate all the unique...

Scaling A Portfolio Through Strategic Renovation & Refinance w/Cory Matthews EP 273   Cory Matthews joins me today in studio. He’s a realtor and investor in the Niagara region, and he focuses on finding deals, fixing them up using a very conservative strategy; why he started his real estate journey; the DIY strategy vs. Subbing out the work; working with his partner, and how he divides the work up; what type of interest rate he goes with exclusively; what LTV he prefers not to go higher...

The Real Truth About The Impact Of High Interest Rates w/Leo & Jacqueline Francis EP 272   Leo & Jacqueline Francis are the owners of Francis Five Properties. Jacqueline is a certified self image coach, helping others escape limiting beliefs, and Leo has a dump truck company. They started these before becoming investors, and we chat about transitioning to their real estate journey from 9-5; the stress of holding properties as the interest rates climbed; how they leveraged private...

Financial Management For Real Estate Investors w/Stefanie Beharry EP 271   Stefanie Beharry, a seasoned RE investor who also has a strong background in corporate finance joins Quinton Cordick and I in studio to talk all things finance, self employment, and managing your own finances. Having kids made her want self employment for the scalability, the time freedom and never retiring from a ‘job’ she loved. How did she make the transition; What is a fractional CFO; How to manage your finances...

Are Tax Changes Crushing Small Business & RE Investors w/Fabio Campanella #270   Fabio Campanella from the Campanella Group, my personal accountant since Day 1 of my investment journey is back on the show to talk about tax changes made by the Liberal government, that have had a significant effect on not only for small businesses, but the middle class; we dive deep into the capital gains tax, and what exactly is being taxed - small businesses, real estate, stocks, etc; the difference...

The Microcosm of the Mind w/Gail Sauer #269   Gail Sauer, naturopathic doctor, founder and director of Silver Spruce Naturopathic and lifelong learner joins me to probe the mind - the effects of the pandemic; what social media is doing temporarily and permanently to our minds, with infinite scrolling and comparing ourselves to others; anxiety, depression - their differences and some of the causes, and some of the solutions by changing your mindset to be able to successfully process...

Transforming A Single Family Home Into 4 units w/Victoria Suen & Michelle Miranda #268   Victoria is the founder of Build X Design, an architect studio specializing in densification, based in Toronto, and she purchased her first investment property at age 19; and Michelle who was looking to create generational wealth along with her husband, began investing during the pandemic, picking up 2 off-market properties, one in Peterborough and one in Toronto, which has almost been turned into a...

Tax Implications of Pre-Construction Assignment Sales w/Fabio Campanella #267   Fabio Campanella from the Campanella Group, Gary’s personal accountant since Day 1 of his investment journey is back on the show to talk about taxation on pre-construction condos. Is taxation different if you move in vs rent out your condo? What rebates are currently available; what is the anti-flipping law and why you should be aware of it; what is an assignment sale and do all condos allow this; why some...

How To Become A Social Media Influencer w/Jayden Kennedy #266   Jayden Kennedy, real estate broker, former pro athlete, community volunteer and passionate financial literacy advocate joins me in studio to chat about how she got into real estate; overcoming the fear of the camera to succeed in social media; building her audience on Insta, and tips that can help you use social media more effectively; How to create a 6-figure income from social media; how she comes up with content ideas and...

The Rules Are Always Changing. It’s How You Play The Game w/Alfonso Cuadra #265   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 mindset; financial literacy for youth and adults; what is wealth genius and future plans for it; where he thinks the market is going; mistakes investors have made in recent years; HIS personal rules for...

Real Estate Trends & Affordability Concerns With TRREB w/Jennifer Pearce #264   Jennifer Pearce, President of the Toronto Regional Real Estate Board (TRREB) and broker/owner of Re/Max Rouge River since 2000, joins me in studio to talk about current trends in the market; prices within the GTA; what are the growing areas within the GTA; what are some of the factors contributing to the affordability crisis; what is TRREB doing to help address these issues currently and for the future; what...

Insights From a Contractor Turned Investor: RE Strategies Working Today w/Jeff Lee #263   Jeff Lee of Complete Contracting Solutions, an investor-focused renovation company, with 20+ years in the contracting industry and personal experience as a real estate investor joins me and Christopher Hummell in studio to discuss what’s working in real estate right now - student rentals, duplex conversions, ADU or garden suites, flipping etc. I also ask Jeff if he was putting his money into something...

Bankruptcies On The Rise: How To Handle Your High Debts w/Wesley Cowan #262   Wesley Cowan, Senior VP, partner Licensed Insolvency Trustee at MNP joins me to talk about what’s happening out there with people overextending themselves and carrying more debt then ever before and the number of people declaring bankruptcy; mortgages becoming unaffordable; the difference between a consumer proposal and bankruptcy, and the other tools Wes uses before bankruptcy; how bankruptcy differs when you are...

Staging for Success: Navigating the Entrepreneurial Journey w/Farah Singh #261   Farah Singh is a former journalist and meteorologist, and is the owner of Alt Interiors. After designing her own house, her natural design sense lead her to start her own business, which has grown to 12 staff in 8 years. Together, they’ve staged 1000’s of properties, helping sellers get anywhere from $10,000 to $200,000 extra above asking. She sees staging as an investment, not a cost or an expense. We discuss...

The Transformative Power of Storytelling w/Matt Lionetti #260   Matt Lionetti, a real estate agent with Real and content creator whose funny, clever and sometimes polarizing content and unconventional approach has earned him thousands of viral views. It’s also landed him onstage alongside thought leaders like Gary Vee and Ryan Serhant. We dive into his early lack of success in real estate that had him thinking of leaving the career. He was told not to be funny in his videos but this comedy...

Fighting Back Against the War on Landlords w/Weiting Bollu #259   Weiting Bollu, co-founder of Openroom.ca began her investment journey with a very costly lesson by losing $35,000 due to a bad tenant, and while this is becoming more of a common theme, things are changing. Openroom is the platform and website she and her husband created to help others avoid certain tenants, and create a transparent rental ecosystem. We discuss exactly what Openroom is; how it works; who uses it; how many...

The Blueprint for Realtor Success w/Melissa Flynn #258   Public speaker and award winning real estate agent Melissa Flynn was the top agent in ONR for 2023, for the number of transactions. I dig deep to discover how she’s reached this level of success, and we talk about the mistakes that she learned from, and all the habits that help her create and elevate her success. We chat about how to build a team around you with different skill sets, and why you eventually can’t do everything on your...

Empowering Investors to Invest with Confidence w/Elizabeth Kelly #257   Elizabeth Kelly was one of the top trainers for Rich Dad Poor Dad Canada for 8 years, helping 1000’s of investors begin their real estate journey. Investing since 2005, she’s open, honest and shares all the mistakes she’s made over the years. We chat about her desire to help others by coaching; how to have 1 or more side hustles and when is the right time to leave your primary job FOR a side hustle; why did so many...

Is The Housing Market Leaving The Next Generation Behind w/Todd Slater #256   Today, I’m joined by Todd Slater, broadcasting not from a studio, but from his impressive workspace. Todd, in addition to hosting a fantastic radio show on 1010 airing Sundays, is the CEO of Simple Investor, a real estate group. With over two decades of experience, Todd founded his company to streamline real estate investment, relieving investors of the headaches of tenant management.   In our conversation, we...

ChatGPT, The Future Of Real Estate & Political Divides Pt 2 w/Sandy & Kate MacKay #255   Sandy & Kate MacKay are in the studio with me for the second part of a two-part series, where we delve into their strategies for leveraging and priming ChatGPT, navigating risks as real estate investors, assessing the potential impact of the Federal Renters’ Bill of Rights, making market predictions, and much more! If you're starting small with aspirations of achieving big things, this is...

Starting Small, Building Big: The Journey w/Sandy & Kate MacKay #254   Sandy & Kate MacKay join me in studio for part 1 of a 2 part series to discuss our humble beginnings, they were only able to wholesale as they had $0, and I was trying to figure out our investment club, and we made a ton of mistakes. They have a large portfolio, plus Sandy is a realtor and operating partner at Keller Williams. They also have a property management company, and Kate heads up Found Spaces. In this...

Scaling Your Business: From Chaos To Order w/Adriana Ostapenko #253   Adriana Ostapenko is living proof that you can start with little and build your own empire. We dive in to how she’s built her empire in the multi-family space; the ‘purchase plus’ improvement strategy; The MLI Select CMHC product that she’s taken advantage of; Where’s she’s investing; HOW to scale successfully, plus MUCH MORE! If you are curious about U.S. Investing, and how the environment is more friendly to landlords,...

U.S. Real Estate Investing For Canadians: A Gateway To Growth w/Nate Atkins & Neil D’Souza #252   Nate Akins is a successful 20-year asset and property manager, and Neil D’Souza is a successful mortgage broker, and parter with Gary in Deep Pockets. We discuss a new partner venture with us plus Thomas Lorini about getting started in investing in real estate in the US. Why now, why the US and more specifically why Cleveland Ohio? We discuss the legal requirements for Canadians wanting to...

How Can Spouses Successfully Build a Business Together w/ Lena Guirguis #250   Lena Guirguis is an investor since the age of 21, asset management specialist, mom, wife and has co-founded many successful ventures. How DOES she do it all, and how HAS she done it all? She works with husband, so we look at what it takes to make it work; how opposites attract and how that is GREAT for working with your spouse; what is Stilettos and Hammers; how she’s cash flowing in Cleveland; why she’s created...