PODCAST · business
Stephens Group Podcast
by THE STEPHENS GROUP
With nearly two decades of experience, Chris Stephens has built a reputation as one of the most respected real estate professionals in the Chicagoland area. Beginning their career in 2006, Chris Stephens quickly made an impact, earning Rookie of the Year honors. Since then, they have gone on to achieve some of the industry’s highest accolades, including Realtor of the Year for the North Shore Barrington Association of REALTORS® in 2021 and Designated Managing Broker of the Year in 2023.As a former managing broker, Christopher Stephens is not a transactional agent. Chris and his team are relationship-driven professionals who prides themselves on providing a white-glove, concierge-level experience for every client. This philosophy is shared by the exceptional team they have assembled; each member committed to the same high standards of care, integrity, and results.Together, they serve buyers, sellers, first-time homeowners, investors, develope
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STEPHENS GROUP PODCAST - Episode 13: Brandon Zieman
THE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRETHE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 12: Anya Rivtis
THE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRETHE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 11: Biggest Mistakes Home Sellers Make
THE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRETHE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 10: Jeff & Eric Feinendegen
THE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRETHE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 9: Vince Dibenedetto
THE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 08: Alan Stern
Marketing isn’t optional anymore — it’s everything.In this episode of the Stephens Group Podcast, Chris sits down with Alan Stern of Persona Marketing Services to break down how real estate agents and entrepreneurs can take control of their marketing and build a personal brand that actually converts.From the powerful HEAT Method (Humor, Education, Adding Value, Trust) to practical ways to use AI tools like ChatGPT, this conversation dives deep into what it really takes to stand out in today’s crowded digital world.If you want to generate more leads, grow your audience, and turn social media into a client-generating machine — this episode is packed with actionable strategy.Perfect for:• Real estate agents struggling with marketing• Entrepreneurs building a personal brand• Investors looking to grow their visibility• Sales professionals wanting more inbound leads• Anyone trying to stand out on social mediaTHE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 7: Dave Catanese
Home Inspections Explained: What Buyers MUST Know Before ClosingA home inspection can make or break a deal — but most buyers completely misunderstand it.In this episode of the Stephens Group Podcast, Chris sits down with Dave Cantonese from Legacy Inspection Group to break down what really happens during a home inspection — and what buyers, sellers, and agents need to know.With over 30,000 inspections completed, Dave shares real-world insights on the biggest red flags, most common issues, and costly mistakes that can turn into expensive surprises after closing.If you're buying a home, investing, or working in real estate — this is a must-watch.📌 What You'll Learn in This Episode✔ The biggest misconceptions about home inspections✔ What inspectors can (and can’t) find✔ The most common issues: plumbing, electrical, and windows✔ What problems should NOT kill a deal✔ The one issue that should make you walk away✔ Why sewer problems can cost $20,000+✔ The difference between residential vs commercial inspections✔ How investors vs homebuyers view inspection results✔ What agents should (and shouldn’t) do during inspectionsTHE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 06: Kevin Rocio and Michael Kaplan
From Renters to Commercial Investors | The Full Real Estate Investment LadderReal estate investing isn’t just one path — it’s a full ladder.In this episode of the Stephens Group Podcast, Chris sits down with Michael Kaplan of the ReCap Group and Kevin Rossio of ROC Advisory Group to break down the entire investor spectrum.From renters and first-time landlords to multifamily owners and large commercial investors, this conversation explores how investors scale, how agents can better serve investors, and the biggest mistakes people make when analyzing deals.If you want to understand the difference between residential and commercial investing, learn how investors grow their portfolios, and hear real insights from professionals working in the Chicago real estate market — this episode is packed with practical strategy.Perfect for:• New real estate investors• Agents who want to work with investors• Renters planning to buy property• Landlords looking to scale their portfolio• Anyone interested in commercial real estate investingTHE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 05: Santonio Cathery (Real Estate Investor, Realtor)
Midterm rentals might be the most overlooked wealth-building strategy in today’s real estate market.In this episode of the Stephens Group Podcast, Chris sits down with Santonio “Cashflow Tone” Cathery to break down how he builds financial freedom through multi-unit investing, midterm rentals, and smart renovation strategies.If you’ve ever wondered how to live rent-free, analyze rental deals properly, or increase cash flow beyond traditional long-term rentals, this conversation is packed with practical, real-world insight.From understanding property taxes and underwriting deals to maximizing value through renovations and leveraging bank financing — this is strategy, not hype.THE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 04: Nick DiCosola (Developer, General Contractor, Owner's Rep)
Welcome back to The Stephens Group Podcast, where we dive deep into the world of real estate, development, and investing. I’m your host, Chris Stephens. Today, I’m joined by a special guest, Nick DiCosola — a seasoned general contractor, developer, and owner’s representative. Nick has worn just about every hat in the construction and development process, and today we’ll unpack what that looks like: from managing projects on the ground as a contractor, to taking on the risk and vision of a developer, to serving as an owner’s rep and protecting investors’ interests. Whether you’re an investor, a developer, or just curious about how real estate projects really come together, this conversation is going to give you a behind-the-scenes look you won’t want to miss. THE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 3: John Noldan (EVP of Mortgage Lending - RATE)
Today we’re diving into one of the most important (and sometimes confusing) parts of buying a home: the mortgage process. Whether you’re a first-time buyer, a seasoned homeowner, or just curious about how lending really works, this episode is packed with insights you don’t want to miss.I’m joined by John Noldan, the EVP of Mortgage Lending with RATE, with [25 years] of experience helping clients navigate the loan process. We’re going to talk about the biggest mistakes buyers make, how to get financially prepared, what loan options are out there, and where interest rates might be headed.So, if you’ve ever wondered what lenders look for, how to avoid being house-poor, or how to make smarter decisions when borrowing, you’re in the right place. Let’s jump in!THE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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STEPHENS GROUP PODCAST - Episode 1: Jeffrey Marks (Real Estate Attorney)
Ready to buy, sell, or invest in real estate? Before you sign on the dotted line, listen to this conversation with real estate attorney, Jeffrey Marks. We dive into the hidden legal traps that derail deals, the protections every buyer and seller should know about, and insider tips that can save you money and stress. Plus, you’ll hear some surprising real-world stories from the legal side of real estate!You can visit Jeffrey on Instagram: @Louboutin_Lawyer or his website: TheLouboutinLawyer.comTHE STEPHENS GROUP PODCASTwww.StephensGroupRE.com | @StephensGroupRE
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ABOUT THIS SHOW
With nearly two decades of experience, Chris Stephens has built a reputation as one of the most respected real estate professionals in the Chicagoland area. Beginning their career in 2006, Chris Stephens quickly made an impact, earning Rookie of the Year honors. Since then, they have gone on to achieve some of the industry’s highest accolades, including Realtor of the Year for the North Shore Barrington Association of REALTORS® in 2021 and Designated Managing Broker of the Year in 2023.As a former managing broker, Christopher Stephens is not a transactional agent. Chris and his team are relationship-driven professionals who prides themselves on providing a white-glove, concierge-level experience for every client. This philosophy is shared by the exceptional team they have assembled; each member committed to the same high standards of care, integrity, and results.Together, they serve buyers, sellers, first-time homeowners, investors, develope
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THE STEPHENS GROUP
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