Well Off Podcast

Matt and Laura are serial entrepreneurs who began investing in real estate at 19. They own a thriving construction business, Hawkins Contracting, located in Stouffville, ON. Their diverse portfolio includes student rentals, duplexes, and triplexes across Lindsay, Peterborough, Guelph and Hamilton.

• Started investing at 19, with a portfolio now spanning student rentals, duplexes, and triplexes across Ontario.
• Their latest venture includes a 7-unit apartment building in Uxbridge, with plans to add 4 more units.
• Recently, they've shifted toward building new garden suites to maximize existing properties.
• The majority of their properties are self-managed. Now, they're focused on optimizing systems and delegating tasks to reclaim their time.

You can reach out to Laura & Matt at sidney_investments in Instagram.

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Mark Loeffler is a successful realtor, triathlete, and seasoned real estate investor with properties across the Golden Horseshoe. Inspired by Rich Dad Poor Dad, he began his journey in Newmarket and scaled from single-family homes to apartment buildings in markets like Hamilton. His discipline, both in athletics and investing, has been key to building lasting wealth through real estate.

On this episode we discuss:

• How He Kicked Off His Real Estate Investments from Newmarket to Hamilton
• Rich Dad Poor Dad's influence on Mark
• The Mindset of a Triathelte

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Andrew Choubeta from Choubeta Legal services is a licensed paralegal from Hamilton, Ontario. He specializes in landlord and tenant law and has a unique strategy when it comes to negotiating with tenants.

On this episode, we discuss:

• Focusing on landlord and tenant board matters
• Andrew’s unique negotiation style that benefit landlords
• Why it’s important to provide a renumeration to tenants during negotiations
• How making a mistake on your eviction forms can cost you thousands
• Why it’s beneficial to have a third party involved during an eviction

You can reach out to Andrew by visiting choubetalegalservices.com

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Alex is a Vice President in Greybrook's Private Capital Markets Group. He began his career in commercial banking having spent nearly a decade in the field and splitting his time between American Express & JP Morgan. He left banking in order to pursue a personal passion for working in the TV/Film industry where he was a producer of several reality TV shows that aired in Canada & the USA. The experience he gained in TV production gave him the courage to establish himself as an entrepreneur. He has founded (and sold) companies in the software, cannabis, and retail sectors.

On this episode we discuss:

• How Greybrook acquires properties and sites
• Completion of projects they had in 2024
• Default rates with buyers and how they helped them
• ADUs and Basement Suites

You can reach out to Alex Nisenker by visiting https://greybrook.com/

Download a free report: "Multi-Unit Renovation Operations Order - A Guide to Starting a Renovation"

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Alfonso Cuadra, the Founder of Wealth Genius, is a real estate investor, speaker, author of the 2012 book From the Ground Up! He is the President/CEO of the Cuadra Group of Companies and has an extensive background in business and real estate management, investing and development.

On this episode we discuss: - Consumer vs. Investor Mindset - Using Real Estate as a Secondary Stream of Income - Alfonso's First Duplex Conversion - Importance of Doing Fulfilling Things in Life - How Wealth Genius was Built

You can reach out to Alfonso Cuadra by visiting https://alfonsocuadra.com/

Download a free report: "Multi-Unit Renovation Operations Order - A Guide to Starting a Renovation"

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Andy Tran founded Suite Additions to address the growing need for housing solutions while helping investors achieve financial security through housing densification strategies. As a registered House and Small Buildings Designer, real estate investor, and small infill developer, Andy combines his expertise with a passion for creating smarter, more efficient communities.

In this episode, we discuss:

- The step-by-step process of adding additional units to your property - How investors are leveraging new zoning rules to increase density - The financial and community benefits of adding extra units

You can reach out to Andy Tran by visiting https://www.suiteadditions.com/

Download a free report: "Multi-Unit Renovation Operations Order - A Guide to Starting a Renovation"

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"Your network is your net worth." Brooke embodies this philosophy by generously sharing her knowledge, fostering connections, and empowering new investors. Alongside her trusted team and partners, Brooke has built and continues to grow an impressive portfolio in both Canada and the US. She leverages diverse strategies, including Lease Options, Income Properties, Wholesaling, and Private Lending, to achieve success in real estate.

On this episode we discuss: - Leaving Ontario to invest in other markets - Transitioning from Rent-to-Own and Private Lending to multifamily properties and flips - Setting up your investments to ensure that the legacy you leave lasts

You can reach out to Brooke Shang by visiting https://trustyourtalent.ca/topics/brooke-shang-2/

Download a free report: "Multi-Unit Renovation Operations Order - A Guide to Starting a Renovation"

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Spencer and Ashley are Niagara- based real estate investors with a shared love of travel, fitness, and hospitality. They started investing in 2018 and have since expanded their portfolio to 11 units with a mix of short- term and long-term rentals. Spencer and Ashley co-founded Travelluxe Inc. in 2019, a short-term rental management company, which currently manages over 45 units across Canada. Their love for travel has brought them all around the world where they are able to mix work and pleasure by creating systems that allow them to be location independent.

On this episode we discuss: - How to increase your rate per night in short term rentals - Expanding from the Ontario market into New York - How and what to look for in properties when investing

You can reach out to Spencer and Ashley by visiting http://www.spencerandashley.com/

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Cliff Ford with Skyview Realty specializes in the sale of apartment buildings throughout Ontario. He has been involved in the sale of over 250 residential buildings throughout his real estate career. Cliff also plays a key role in leading the acquisition process for Skyview's own growing portfolio. His extensive experience offers valuable insights into the apartment investment landscape.

On this episode we discuss: - The challenges investors are facing in the 30-40+ units apartment building space today - Proven strategies for stabilizing portfolios during uncertain times - Creative ways to convert under-utilized "dead" spaces into income-generating assets - The latest trends in Vendor Take Backs and how they're shaping deals

You can reach out to Cliff Ford by visiting http://www.skyviewrealty.com/

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Kasey Wong is a seasoned real estate investor with a focus on apartment buildings. With over 3,000 units under his management, Kasey brings a wealth of knowledge and experience to the table. His journey is filled with fascinating stories and insights that highlight his expertise in navigating the complexities of real estate investing.

On this episode we discuss: - The recent challenges Kasey has faced over the past few years - The biggest business mistake he's made and what he learned from it - A market update, including insights on immigration trends - An inside look at Kasey's latest projects and ventures

You can reach out to Kasey Wong by visiting: www.cacoeli.com

Download a free report: "Multi-Unit Renovation Operations Order - A Guide to Starting a Renovation"

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