Well Off Podcast

Alex Nisenker, Vice President at Greybrook, brings a seriously unique background to the world of real estate investing. From nearly a decade in commercial banking with American Express and JP Morgan, to producing reality TV shows across Canada and the U.S., to launching and selling businesses in software, cannabis, and retail—Alex's path is anything but typical. Today, he helps investors build str...

Gillian Irving is a mortgage agent and real estate investor with LendCity , specializing in helping investors grow and finance their portfolios. Starting as a self-described "accidental investor," she quickly scaled to owning 35 rental units in just 18 months by combining data-driven strategy with real-world experience. Today, she leverages both her investing background and mortgage expertise to g...

Darren is a missing middle developer focusing on infill muliti-family projects in the Toronto area, he has been featured as an on-air renovation expert on "The Goods" (CBC) and "CityLine" ( CityTV ). He was also the behind-the-scenes contractor on "Save My Reno" (HGTV) and "Game of Homes" (W Network). Darren's passion for real-estate investing created the urge to share everything he'd learned onli...

Gary Hibbert is a leadership expert who delivers inspiring keynote presentations that challenge audiences to leverage their focus and relate to Gary's practical and humble approach to what matters most in their life and their business. He has extensive background in building businesses, corporate management and joint venture partnerships On this episode, we discuss:  Current real estate market and...

Jude is the CEO and Acquisition Manager of Fergo Group, bringing an industrial engineering background and an entrepreneurial mindset to strategic real estate investing. From early business ventures to large-scale acquisitions, he's built a reputation for smart deal-making and market insight. Cliantha graduated as a mechanical engineer,  currently she is licensed real estate agent, and the operatio...

Kayla Andrade is a seasoned real estate investor with 24 years of experience, an ambassador for FrontLobby and the Landlord Credit Bureau, and the founder of Ontario Landlords Watch. She's a recognized housing advocate and consultant working at the intersection of landlords, tenants, and government — fighting to address systemic failures and advance practical, data-driven housing solutions. In thi...

Mark Loeffler is a successful realtor, triathlete, and seasoned real estate investor with an impressive portfolio spanning the Golden Horseshoe. Inspired by Rich Dad Poor Dad , Mark launched his investment journey, eventually scaling from single-family homes to multifamily apartment buildings in thriving markets. His story blends discipline, strategic thinking, and long-term vision.  In this episo...

Dan Illes is a real‑estate professional and infrastructure strategist with experience in utility management, urban development and municipal‑private collaboration. Over the past decades, he has worked on multiple multi‑unit residential developments, helped implement sub‑metering systems and engaged with municipal partners to optimize infrastructure and service delivery. Dan brings a unique lens at...

Ryan Carr is a successful real estate investor with an eye for overlooked opportunities that others miss. His unconventional journey, starting as a mechanic before transitioning into property development, gives him a distinctive perspective on the industry. Over more than a decade, Ryan has mastered land planning and portfolio management while building a reputation for innovative, out-of-the-box s...

Michael Zanzini is a Senior Mortgage Agent and Partner with Better Mortgage Select. With a career boasting over a decade of direct investor relations and portfolio structuring, Michael's goal is to assist his clients with the utmost care and attention to their financial goals.  On this episode, we discuss:  Exclusive Opportunities for Additional Dwelling Units (ADUs) Understanding B Lenders and To...

From engineer to full-time developer, Dan Illes has built his career on turning overlooked lots into new opportunities. What began as a side hustle in real estate quickly grew into a passion for infill projects and custom home builds. With a sharp eye for urban planning and a knack for creative problem-solving, Dan has tackled everything from land severances to ground-up construction. In this epis...

In this solo episode, Georges El Masri dives into the latest real estate market updates and what they mean for buyers, sellers, and investors right now.  On the Episode, Georges speaks on:  An Update on Ipro Realty Mortgage Default Rates Sales Activity in the GTA Compared to Average Home Prices Alternative Ways to Obtain a Mortgage The Great Pie Event Sign Up: Email Cynthia@elmteam.ca   Download a...

Mark Yataco is an experienced general contractor and real estate investor based in Toronto, specializing in value focused renovations for multi-family properties. Known for his attention to detail and commitment to creating durable, low-maintenance living spaces, he has helped countless investors reach their financial objectives. By offering tailored strategies and carefully selected products, Mar...

Zack Brittain joins us to walk through three exciting projects that showcase the art of growth, stability, and innovation in real estate investing. In this episode, we explore: 1. Acquiring a 34-Unit Building in London with only 5% down How 5% down and affordable-rent strategies (40% of units) made the math work The deal structure, corporate setup, and the insider journey—from sourcing to closing...

Glenn Gosling is a paralegal at Caveat LLP with extensive experience and deep knowledge of landlord-tenant law in Ontario. With a background in healthcare advocacy and a strong commitment to protecting the rights of both landlords and tenants, Glenn offers a well-rounded and insightful perspective. In this episode, we discuss: Certificate of Service Tenant vs. Landlord Biases Wait Times for Hearin...

Originally from Poland, Mike Beer and his family immigrated to Canada. He is a highly accomplished real estate investor who has triumphed over numerous obstacles in his relentless pursuit of financial independence. With a strong focus on apartment buildings across Ontario, Mike is deeply committed to helping his investors build lasting wealth for their families. He candidly shares insights on bala...

Glenn Gosling, a paralegal at Caveat LLP with a wealth of knowledge and experience in landlord-tenant law in Ontario. With a background in healthcare advocacy and a passion for fighting for the rights of both landlords and tenants, Glenn brings a unique perspective to the table.  In this episode, we discuss: The rights and responsibilities of landlords and tenants in Ontario for a smoother landlor...

In this special episode, I'm joined by my wife Mandy as we take a walk down memory lane and share how we each got started in real estate—before we ever met—and how our journey evolved once we came together. We open up about the different types of properties we each invested in individually, the strategies we learned along the way, and what changed (for the better!) when we became a team in both li...

Michel Chikwanine is a Congolese-born former child soldier who was abducted during the Great War of Africa. After escaping and resettling in Canada as a refugee, he became a passionate human rights advocate, motivational speaker, and co-author of the award-winning graphic memoir Child Soldier: When Boys and Girls Are Used in War . Now a United Nations Fellow for People of African Descent, Michel h...

Dalia is the founder of Streetwise Mortgages and Streetwise Wealth, award-winning firms specializing in income property financing and real estate wealth advisory. With over $1.5 billion in funded mortgages, she has helped thousands of clients build wealth through real estate using her proprietary frameworks. Dalia is passionate about making financial freedom accessible through smart investing, str...

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 acro...

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 ep...

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 experi...

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  - A...

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...