Well Off Podcast

Well Off Podcast

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Well Off Podcast episodes

  • The Market Isn't Dead—It's Just Changing (Here's How to Win)

    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 strategic real estate portfolios while also advising clients on residential and commercial deals. This episode dives into how his diverse experience shapes the way he sees opportunity, risk, and growth in today's market.

    In this episode we discuss:

    • "Wait or Buy Now?" What investors are actually doing (and why it might surprise you)
    • Condo Market Shake-Up: Are high-rises losing momentum—or just resetting?
    • The U.S. Play: Why big money is quietly flowing south of the border
    • Hidden Opportunities: Where smart investors are still making moves right now
    • What's Next: The signals that could define the next phase of the market

    You can reach out to Alex Nisenker by visiting https://greybrook.com/team/alex-nisenker/

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

    Subscribe and review today!

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    36 min
  • The 35-Door Playbook Nobody Talks About

    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 guide clients across Canada, the U.S., and beyond in building long-term wealth through real estate.

    On this episode, we discuss:
    • Why most buyers lose deals before they even start
    • The first 5 minutes that can make or break a deal
    • The negotiation psychology that saves (or costs) you thousands
    • Why waiting for the "right time" can backfire
    • The one question every buyer should be asking

    You can reach out to Gillian Irving by visiting https://lendcity.ca/gillian-irving/

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

    Subscribe and review today!

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    31 min
  • Turning Toronto Lots into $4.5M Rental Buildings

    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 online.

    On this episode, we discuss:
    • The "Six-plex and Garden Suite" Development Strategy
    • How the economics of small multi-family development work
    • Financing and scaling a developer portfolio

    You can reach out to Darren Voros by visiting www.darrenvoros.com

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

    Subscribe and review today!

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    34 min
  • Focus, Shift, Build: Leading Through Change with Gary Hibbert

    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 how he had to shift
    • Active mortgages and private mortgages
    • Building businesses and building a team

    You can reach out to Gary Hibbert by visiting www.smarthomechoice.ca

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

    Subscribe and review today!

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    32 min
  • How Real Estate Investors Transition from Single-Family to Multi-Family Units

    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 operational lead behind Fergo Group's success. With expertise in process optimization, project execution, and property management, she ensures every deal runs seamlessly and delivers lasting value.

    On this episode we discuss:

    • How they got started
    • Fergo Group's Portfolio across Ontario
    • Current projects they're working on

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

    Subscribe and review today!

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    44 min
  • Reporting Tenants When They Miss Rent with Kayla Andrade

    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 this episode, Kayla joins us to unpack one of the most misunderstood housing topics today: rent reporting — what it is, why it matters, and how it's changing landlord-tenant dynamics and financial inclusion across Canada.

    In this episode we discuss:
    • The key breakdowns in the current landlord-tenant system — and how tools like FrontLobby are helping fix them
    • Why rental payment history is one of the most overlooked indicators in someone's financial profile

    • The impact of reporting both on-time and late rent payments on behaviour for landlords and tenants alike

    • How rent reporting can help responsible tenants build or rebuild credit when traditional systems fail them

    • How platforms like FrontLobby reduce landlord risk without creating more conflict
    • What excites her most about FrontLobby's direction and upcoming partnerships

    Connect with Kayla: [email protected]

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

    Subscribe and review today!

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    34 min
  • Scaling Up: How to Grow from Duplexes to Apartment Buildings with Mark Loeffler

    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 episode, we dive into:

    • How Mark Kickstarted His Real Estate Journey — from his first properties to expanding into the multifamily market

    • The Transformative Influence of Rich Dad Poor Dad on his investment philosophy

    • The Mindset of a Triathlete — and how endurance, consistency, and discipline translate directly into real estate success

    • Scaling Strategies that took him from small residential homes to full apartment buildings

    • What He's Learned Along the Way about navigating market shifts, taking calculated risks, and building long-term wealth through real estate

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

    Subscribe and review today!

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    58 min
  • Water Sub‑metering, Infill Development & Municipal Challenges with Dan Illes

    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 the intersection of real estate, utilities and urban planning. On this episode, we discussed:

    Water Sub‑metering: It's not just about splitting utility bills. It changes occupant behaviour, creates more equitable cost‑allocation and can increase net operating income for multi‑unit assets.

    Infill Development: Urban infill offers huge potential — location benefits, sustainability, existing services. But you'll face tougher site access, regulatory complexity, community resistance and more constrained site layouts.

    Municipal Challenges: Cities often wrestle with adding units because of parking and lot size requirements and noise studies.

    Connect with Dan: Website: https://waterbillsolutions.com/ Social media: @illes_invest

    Subscribe and review today!

    44 min
  • Untapped Opportunities: Creative Real Estate Strategies That Work with Ryan Carr

    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 strategies that maximize property values. He's also a strong advocate for sustainable success, emphasizing the importance of work-life balance to avoid burnout.

    In this episode, we discuss:

    • Actionable investment strategies for real estate success
    • How deep neighbourhood knowledge helps identify lucrative opportunities
    • Creative zoning techniques that unlock hidden property potential
    • Managing multiple properties without burning out
    • Building strategic networks to create profitable joint ventures

    Connect with Ryan: Website: https://www.thehighestandbestuse.com Social media: @rwcarrinvestmentco

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

    Subscribe and review today!

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    46 min
  • Let's Talk Mortgages with Michael Zanzini: ADUs, B Lenders & Today's Mortgage Market

    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 Today's Alternative Mortgage Solutions
    • Mortgage Lending Trends and The Impact of Stricter Requirements

    You can reach out to Michael Zanzini at [email protected]

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

    Subscribe and review today!

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    44 min

About Well Off Podcast

From the publisher's feed

Canadian real estate investors, this is for you! The Well Off Podcast is for those that want to learn how to invest in real estate or scale their portfolio in Ontario and in other provinces in Canada.…

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