The Legit Real Estate Podcast

Buying or selling a home in Rhode Island, Massachusetts, or Connecticut? In Episode 58 of The Legit Real Estate Podcast, TJ and Holly sit down with electrician Alan St. Pierre to discuss electrical inspections, breaker panels, double taps, knob-and-tube wiring, repair costs, and issues that could affect a real estate transaction. The conversation also explores a creative approach to selling homes:...

Welcome to another episode of The Legit Real Estate Podcast! Host TJ Chofi sits down with Holly Regoli to explore the world of real estate—from residential listings to exciting opportunities in commercial properties. Key Highlights from this episode:Transitioning from residential to commercial real estateWhat buyers and sellers should know in today’s market trendsStories of helping clients get the...

In Episode 33 of The Legit Real Estate Podcast, TJ and Holly Regoli kick things off in an unconventional way — with TJ joining the show while driving 80 mph to his next meeting! Between laughs and safety debates (seatbelts included!), the duo dives into stories from the road, lessons from the real estate trenches, and what it really takes to stay productive when life gets hectic. Listen the conver...

A cheap driveway quote sounded like a great deal—until the work was done. In Episode 57, T.J. and Holly discuss contractor expectations, home warranties, plumbing leaks, AC repairs, pool maintenance, affordable housing challenges, and unusual homeownership arrangements where buyers own the house but not the land. If you've ever dealt with unexpected repair costs or questionable workmanship, th...

This week on The Legit Real Estate Podcast, TJ is dealing with every landlord's worst nightmare—a hidden water leak that turned into a major repair project. From damaged walls and aging plumbing to contractor coordination and unexpected expenses, we break down what really happens when property ownership goes sideways. We also discuss real estate lead programs, the importance of reading the fin...

On this episode of the Legit Real Estate Podcast, Holly is joined by Jennifer Dandridge and Erica Fluevog for a hilarious game of TWO TRUTHS & A LIE — Real Estate Edition! From bat houses in Florida and golf cart neighborhoods in Arizona to spite houses, coffin corners, billion-dollar mansions, and bizarre real estate laws… things get weird FAST.Plus:Crazy property storiesHistoric home factsWe...

In Episode 54 of the Legit Real Estate Podcast, Holly and TJ share some of the wildest real estate stories yet — including aggressive French bulldogs during a showing, nightmare listing situations, bizarre seller behavior, and even a dead sheep left on a property. From chaotic walkthroughs to awkward client experiences, this episode dives into the unpredictable side of real estate that agents deal...

In Episode 53 of the Legit Real Estate Podcast, Holly and TJ dive into one of the most stressful real estate closings yet — complete with solar panel complications, moving disasters, storage unit chaos, sewer ejector pump repairs, and buyers requesting petty inspection fixes. They also talk about:Home inspection negotiations gone wrongWhy some buyers ask for ridiculous repairsSolar panel headaches...

In Episode 52 of the Legit Real Estate Podcast, Holly Regoli and TJ dive into the chaos of balancing family life, youth sports, scouting, and the nonstop grind of real estate. This episode covers:The reality of cold real estate leadsWhy buyer agency agreements make agents nervousAI bots and Facebook lead generationScam calls targeting homeowners and familiesParenting moments, teenage driving, and...

This episode is chaos in the best way. We’re talking:A $25,000 deposit sent to the WRONG brokerageAn appraiser missing an entire bathroom (yes… seriously)Why multiple offers don’t always mean appraised valueReal-life realtor struggles from the car, parking lots, and everywhere in betweenAnd a wild story about a husband secretly charging his wife rent on a property HE owns 😳Plus:Should agents brin...

This week on the Legit Real Estate Podcast, things get REAL.A deal is on the line… and an appraisal comes in $20,000 LOW—but that’s just the beginning. From questionable valuation methods to a shocking discovery about who actually showed up at the property, this episode dives into one of the wildest real estate situations we’ve seen. We break down:Why appraisals don’t always reflect realityThe tru...

In Episode 49, Holly sits down with Erica and Jen to break down the real challenges different generations face in today’s housing market—from student debt and rising rates to multi-generational living and fear of buying. They dive into:Why Gen X feels stuckWhy Millennials and Gen Z struggle to enter the marketThe truth about interest rates, equity, and timingWhy your first home isn’t your dream ho...

Episode 47 kicks off with TJ and Holly catching up before diving into a real issue: how solar contracts can complicate a home sale. They break down a current situation, why buyers avoid taking on solar debt, and why sellers should consult their realtor before adding major liens. The episode then shifts into a fun round of Two Truths and a Lie: Real Estate Edition, covering surprising facts like Se...

Episode 48 of the Legit Real Estate Podcast brings a different kind of real estate conversation. Holly is joined by a special guest, her mother, Gladys Arnold, while TJ is away. This episode flips the script from crazy tenant stories to crazy landlord stories. Gladys opens up about the realities of renting through some incredibly difficult situations. She talks about repairing apartments herself,...

Winter hit hard—and this episode is full of real-life homeowner + landlord chaos. TJ and Holly talk snow-covered solar panels, heating costs (electric vs oil vs wood), and why winter bills can be brutal. Then it gets REAL: a sewage backup in an older multifamily, emergency plumbing fees, cast-iron pipe problems, and the messy reality of cleanup. They also get into what tenants (and kids) should NE...

A Rhode Island blizzard shuts everything down — and TJ & Holly break down what that really does to real estate: closings postponed, inspections delayed, open houses canceled, and everyone scrambling to dig out. Then it turns into storytime: the chaos of snow removal as a landlord, propane deliveries during a shutdown, and a final walkthrough situation where buyers reportedly tossed out items t...

n Episode 45 of the Legit Real Estate Podcast, TJ and Holly kick things off with real life chaos—chewed cords, a broken setup, and a reminder that homeownership comes with surprises. Then they get into the big topic: rents have dropped to their lowest level in four years and foreclosures are rising—and what that could mean for landlords, investors, and everyday homeowners. They also break down why...

Winter storms don’t just bring snow — they bring frozen pipes, ice dams, power outages, and expensive surprises. In Episode 43 of the Legit Real Estate Podcast, TJ and Holly break down real-world winter tips for homeowners, buyers, sellers, and landlords across the Northeast. We cover:Disconnecting hoses & protecting exterior spigotsPreventing frozen pipes (drips, cabinet doors, thermostat min...

On this episode of the Legit Real Estate Podcast , TJ and Holly kick off the morning with some classic cold-weather banter before diving into what might be their most lighthearted episode yet. From realtor jokes and industry humor to the never-ending hunt for good contractors, the conversation flows between laughs and real talk. They touch on pricing strategy, why appraisals don’t always add value...

In this episode of the Legit Real Estate Podcast, TJ Ciolfi and Holly Regoli are joined by special guest Gina Ranci (Home Smart Professionals) to talk about a topic agents don’t discuss enough: real estate safety. From creepy phone calls and harassment to open house risks, DMs, and uncomfortable interactions with strangers, this conversation shares real stories and practical awareness tips for age...

New year, new strategy — and a wild social media disaster. In this episode of The Legit Real Estate Podcast, T.J. Ciolfi and Holly Regoli kick off 2026 talking real goals: cutting “time-suck” clients, raising average sales price, leaning into luxury + commercial real estate, and using a mentorship/team model to protect your time without turning people away. Then the episode takes a turn: Meta disa...

Stephanie and Emmanuel join TJ and Holly to walk through their multifamily purchase and whether the numbers worked the way they were promised. On paper, the tenants should have covered the mortgage. In reality? Things got complicated. They discuss cash flow, risk, stress-testing deals, and what they’d do differently next time — with complete honesty.#realestate #realestatepodcast #rirealestate #ct...

Today’s episode is a listener-email special — and the stories are unreal. 😂 We read hilarious (and slightly unhinged) real estate stories sent in by listeners, including: 🐔 The Chicken Coop Open House : A backyard deck turns into a full-blown chicken palace… with a turkey named Mr. Beaker who chases buyers like security. 🚔 The Tenant Who Staged His Own Arrest : A landlord serves a notice to qui...

In Episode 37 of The Legit Real Estate Podcast, TJ Chofi and Holly Regoli sit down with newly licensed realtor Reed Bryant to talk about what it really takes to survive (and succeed) as a brand-new agent in today’s market. This episode is packed with real, raw, and helpful insights from the transcript, including:Reid’s background in history + landscape design and how he’s merging it into real esta...

In this episode of the Legit Real Estate Podcast, TJ and Holly sit down with veteran home inspector Josh to break down the wildest inspection stories — and the critical lessons every buyer, seller, and real estate agent needs to know. From sellers hovering over inspectors… to asbestos arguments… to termites destroying structural supports… this episode reveals what REALLY happens behind the scenes...