Rob Break & Quentin DSouza

Breakthrough Real Estate Investing Podcast

Business EN ↓ 243 episodes

We put this show on to inspire you and help you breakthrough to the life that you want to live through the power of real estate investing.

Author

Rob Break & Quentin DSouza

Category

Business

Podcast website

breakthroughreipodcast.ca

Latest episode

Jun 15, 2026

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Episodes

Episode #167 - Navigating the Toronto Real Estate Market with Jordan King and Evan Ungar 15.07.2022

Here’s What You’ll Learn in our Interview with Jordan King and Evan Ungar How have they been able to take on bigger renovation needs, and stayed confident to generate cashflow! Finding Opportunities and Self-Funding Deals in 2022 Understanding the importance of having peace of mind in the real estate game How to open up the doors to investors to develop your portfolio   Evan Ungar is a Guinness Wo...

Episode #166 - Short Term Rental Strategies with Spencer Giles and Ashley Antidormi 01.07.2022

Here’s What You’ll Learn in our Interview with Spencer Giles and Ashley Antidormi How Spencer pulled all of his money out of his FIRST investment to expand his portfolio! How have Spencer and Ashley been able to stand out amongst the flooded market of competition? The most important part about setting up a successful AirBNB How did Spencer and Ashley break through ALL barriers of entry, and always...

Episode #165 - Breaking Away From the 9 to 5 with Cole Hutchinson 15.06.2022

Here’s What You’ll Learn in our Interview with Cole Hutchinson How did Cole get started in Real Estate? Educational pathways for those starting their REI journey Working around the "Too Young" challenge The importance of a strong mentality and finding your passion   "I grew up playing hockey, moved around lots. Ended up playing in Ottawa,  the East coast, and finished playing in a minor pro league...

Episode #164 - Growing Your Portfolio Without Partners or Property Managers with Michelle Gauthier 01.06.2022

Here’s What You’ll Learn in our Interview with Michelle Gauthier Selecting the correct properties for your portfolio Rent-To-Own and Apartment Building Investing Working WITHOUT partners, how to get this done   "Michelle, together with her husband Mike started in real estate over 10 years ago, as they realized they made more money in the appreciation of their home, than any stock or mutual fund th...

Episode #163 - Commercial Real Estate Investment Strategies with Jesse Fragale 16.05.2022

Here’s What You’ll Learn in our Interview with Jesse Fragale   Capitalizing on student rental opportunity How COVID has changed investing in population centers like Toronto. Learning, refining, and expanding on strategies that WORK and more!   "I started investing in student rental properties a little over ten years ago. As my passion for investing grew, I began investing in single-family homes an...

Episode #162 - Realtor to Wholesaler: The Journey to $500k in 5 Months with Jon Pye 02.05.2022

Here’s What You’ll Learn in our Interview with Jon Pye Transitioning to Wholesaling at 23. What does Jon attribute to his success? His preferences in property selection   "Jon is a 24-year-old wholesaler & real estate investor and has been in real estate since 2016, getting fully licensed as a realtor in 2017, and worked full time as a real estate agent generating an average of $3-5M in sales...

Episode #161 - Becoming Well Off with Georges El-Masri 15.04.2022

Here’s What You’ll Learn in our Interview with Georges El-Masri Getting over the hurdle of getting started. Leveraging a realtor background to grow your portfolio Understanding a work-life balance with full-time investing. Providing value to the marketplace   "After graduating from the University of Toronto in 2012, I picked up a full-time office job with a tech company. I quickly realized how mis...

Episode #160 - Developing Powerful Beliefs and Mindset to Build a Successful Real Estate Portfolio with Cassandra Miles 01.04.2022

Here’s What You’ll Learn in our Interview with Cassandra Miles   The importance of having your "why" How important are your mindset and beliefs to real estate success Developing a circle of like-minded people. How to take advantage of opportunities when they come to you. Avoiding fearful thoughts of diversifying and new experiences.   Cassandra Miles is an accountant, living part-time in the Kawar...

Episode #159 - Financing Real Estate Deals with ONLY $20k down with Jesse Bobrowski 15.03.2022

Here’s What You’ll Learn in our Interview with Jesse Bobrowski How to analyze a flip deal Making a sound budget for flip and BRRR projects Everything about MIC's (Mortgage Investment Corp) How businesses like Calvert help investors fund projects   Jesse Bobrowski is the Vice-President at Calvert Home Mortgage Investment Corp. Jesse began his REI adventure about 14 years ago after graduating from u...

Episode #158 - Becoming your Own Banker with Jayson Lowe 01.03.2022

Here’s What You’ll Learn in our Interview with Jayson Lowe and Peter Lount:   Acting fast, and making things happen in Real Estate Mindset shifts for entrepreneurs in Canada How to "become your own banker" The importance of understanding interest rates   Jayson Lowe is the Chairman of the Lowe Family Group of Companies and a renowned speaker on leadership, entrepreneurship, and the process of Beco...

Episode #157: Finding Discount Properties with Paul Punnoose 17.02.2022

How Paul got started into Real Estate Investing Where can people find discounted properties, and how to finance them Priceless tips for wholesaling and flips. The importance of making consistent progress And more! Paul Punnoose is a father, husband, world traveller, educator, real estate investor, and coach. He realized the power of real estate when he and his wife travelled the world for 14 month...

EPISODE 156: Flipping Houses and Real Estate Platforms with Chris Herlin 01.02.2022

Here’s What You’ll Learn in our Interview with Chris Herlin: How Chris got started flipping and wholesaling houses Adding value to your community Creating a marketplace for real estate. The inefficiencies in the traditional real estate process And more! Chris Herlin is a mechanical engineer by trade; a real estate investor by passion; and a Brazillian by birth. When the epidemic hit, Chris dove in...

Episode 155: Marten and Michelle Wind on Managing JVs and Tenants 14.12.2021

Here’s What You’ll Learn in our Interview with Marten and Michelle Wind: Hamilton market update Quickly building a retirement portfolio Getting through challenges with the right mindset Creating a property management company Updating system and increasing leverage for growth And more! Marten and Michelle are real estate investors and owner/operators of Diligent Property Management - currently mana...

Episode 154: 60 Units Before Age 25 with Taylor Seers and Jeremy Ivany 09.11.2021

Here’s What You’ll Learn in our Interview with Jeremy Ivany: Staying hyper focused in one area Sharing on social media to spark curiosity Building your business to the point where you are replaceable and more! Taylor and Jeremy purchased their first real estate property in 2017 and have since transitioned into full time real estate investors, property managements and real estate coaches. Through t...

Episode 153: Golden Nuggets with Ross Nedaee and special guest host Quentin D'Souza 02.11.2021

Here’s What You’ll Learn in our Interview with Ross Nedaee: making the mindset shift from climbing the corporate ladder to investing in real estate building a network from scratch you don't have to reinvent the wheel home run projects and not so... and more! Ross is a real estate agent and investor in the Niagara region focusing on pre-construction and multi-family investments. After closing his f...

Episode 152: Wholesaling and building a real estate business vs passively investing with Waylon McGill 28.09.2021

Here’s What You’ll Learn in our Interview with Waylon McGill: Dealing with impatience in growth Working with Realtors and contractors you trust Consistency to get results Wholesaling to get capital And much, much more! Waylon grew up in New Market, Ontario then lived in downtown Toronto in 2008 and started investing in real estate with his girlfriend (now wife) just a few years ago. And after purc...

Episode 151: Bryan Bouchard a Millionaire by 30 and How You Can Do The Same 17.08.2021

Here’s What You’ll Learn in our Interview with Bryan Bouchard: Using pre-construction as a hands off investment strategy Breaking through the age bias, investing and growing when your young Why do you want the property, what is your long term lifestyle goal Pivoting quickly with Airbnb's during COVID And much, much more! Bryan began as a multi-unit investor in 2009 at age 22 and used his skills to...

Episode 150: Jared Henderson and the Future of Property Management Softwares 03.08.2021

Here’s What You’ll Learn in our Interview with Jared Henderson: transitioning into larger multi-family properties hustling to get the deals adapting to new market conditions investing in more affordable markets for cash flow and much, much more! Jared was born and raised in Montreal but started investing in Niagara Falls in 2012 by purchasing 2 condos and has nicely grown his portfolio in St Catha...

Episode 149: The Compound Effect of Taking Action with Shawn Rea 27.07.2021

Here’s What You’ll Learn in our Interview with Shawn Rea: Leaving the 9-5 grind with house hacking Finding the drive and being focused to achieve investment goals Giving up control: going from managing the properties to a property management company Investing in Belize Taking action on what you learn And much, much more! Shawn is an active investor, an agent with a firm focus on the power to belie...

Episode 148: How To Make More House Flipping By Doing Less with Ammar Beg 21.07.2021

Here’s What You’ll Learn in our Interview with Ammar Beg: Flipping 20+ houses at once What the team looks like (in house and out) Managing flips across Southern Ontario - remotely Going the extra mile with design, nothing cookie cutter And much, much more! Ammar is a high volume home flipper, who currently has over 20 simultaneous flip projects on the go across South Western Ontario. He's flipped...

Episode 147: Josh Stevenson and Brent Peterson on building a portfolio from scratch with no JVs 13.07.2021

Here’s What You’ll Learn in our Interview with Josh Stevenson and Brent Peterson: Investing in Northern Ontario Getting 83 units with no JV partners Managing 83 units (without a property management company) Recognizing strengths and weaknesses in partnerships And much, much more! With over three decades of combined experience with real estate and income properties, Josh and Brent guarantee that th...

Episode 146: Why real estate investing should FUND your life, not RUN your life with Michael Dominguez 29.06.2021

Here’s What You’ll Learn in our Interview with Michael Dominguez: Taking a tenant first approach Buying in the right neighbourhood Looking at market fundamentals Armchair Real Estate Millionaire And much, much more! Michael Dominguez is an award-winning sales representative at RE/MAX Jazz Inc. Brokerage and the founder of Doors to Wealth Real Estate Group, a team of realtors focused on educating a...

Episode 145: Flips and Buy & Hold Real Estate with Dan Desveaux 08.06.2021

Here’s What You’ll Learn in our Interview with Dan Desveaux: Purchasing in a run down neighbourhood and transforming the area Borrowing private money to 10x your investing - Starting from zero Buying mixed use buildings for the best of both worlds Focusing on smaller renos to flip houses faster And much, much more! Dan has been investing in Sarnia, Ontario for decades - starting with a house hacki...

Episode 144: Rent to Own Investing with Neil and Rachel Oliver 11.05.2021

Here’s What You’ll Learn in our Interview with Neil and Rachel Oliver: Helping people understand rent to owns Scaling from 50 to 500 properties Property first versus people first rent to own strategies Pitfalls of the rent to own strategy The no tenants, no toilets approach to cash flow And much, much more! As Ontario's most reputable Rent-to-Own deal specialists, Clover Properties caters to real...

Episode 143: Wayne & Gabby Hillier, The Investor Dad 04.05.2021

Here’s What You’ll Learn in our Interview with Wayne and Gabby: Seller Financing Deals/Agreement for Sale The pro's and con's of the strategy The importance of having your partner onboard Dealing with uncertainty in investing And much, much more! Wayne Hillier has been investing in Edmonton and Leduc since 2015. He’s a dad, husband, landlord. He’s the host of his own podcast the Real Estate Invest...

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