Shows / The Legit Real Estate Podcast
The Legit Real Estate Podcast
Join TJ Ciolfi & Holly Regoli as they share fun and crazy real estate stories from their own encounters and those of their colleagues. They'll talk about the craziest buyers and sellers, weirdest things they've found at houses, flips gone wrong, nightmare co-brokes and all sorts of quirky crazy things that real estate professionals encounter on a daily basis.
Episodes
- The Legit Real Estate Podcast
Episode 72 Solar Panel Nightmares — The Hidden Cost of Selling Your Home
What happens when a solar panel investment turns into a $50,000 obstacle to selling your home?In this episode of The Legit Real Estate Podcast, Holly and TJ…
- The Legit Real Estate Podcast
Episode 71 HOME INSPECTION HORROR STORIES & HALLOWEEN REAL ESTATE!
Home Inspection Horror Stories & Halloween Real Estate Surprises! What happens when a home inspection goes sideways? And can a scary inspection report really…
- The Legit Real Estate Podcast
Episode 70 Crazy MLS Listings: $1 Homes, Haunted Houses & a Jail in the Basement!
🏚️ Would you buy a house for $1? What about a home with a jail in the basement?Welcome to Episode 70 of The Legit Real Estate Podcast!This week, Holly and TJ…
- The Legit Real Estate Podcast
Episode 68 Is AI Replacing Real Estate Jobs? How Realtors Are Using AI
🤖 Is AI changing real estate forever—or putting jobs at risk?Welcome to Episode 68 of the Legit Real Estate Podcast with Holly Regoli and TJ Regoli!This week…
- The Legit Real Estate Podcast
Mortgage Rates Are Rising! Is Now the Best Time to Buy a House?
Mortgage rates are rising, buyers are feeling the pressure, and sellers are wondering whether they should wait. But could this actually be a great opportunity…
- The Legit Real Estate Podcast
Episode 67 Why Isn’t Your House Selling? Views, Likes & No Showings
Why can a listing get views, saves, likes, and even open-house traffic — but still generate almost no calls or serious offers?In Episode 67, Holly and Tj get…
- The Legit Real Estate Podcast
Realtor Texting Disasters 😂 + Why Isn’t This House Selling?
What happens when a Realtor sends the wrong text to the wrong person? 😳In Episode 66 of the Legit Real Estate Podcast, Holly Regoli and TJ Ciolfi share…
- The Legit Real Estate Podcast
Episode 65 The Contractors You Can’t Afford to Lose | Landlord Life & Real Estate
Real estate never stops—even when the AC breaks, tenants need help, contractors are hard to find, and renovation costs keep climbing.In Episode 65 of the Legit…
- The Legit Real Estate Podcast
Episode 64 Crazy Buyers, Nightmare Sellers & Real Estate Disasters |
Would you rather deal with a seller who refuses to leave during showings… or a buyer who brings the entire family along?In Episode 64 of the Legit Real Estate…
- The Legit Real Estate Podcast
Why Homes Aren't Selling in RI, CT & MA | Pricing Mistakes Every Seller Must Avoid
In Episode 62 of the Legit Real Estate Podcast, Holly Regoli and TJ Ciolfi discuss what they're seeing in today's Rhode Island, Connecticut, and Massachusetts…
- The Legit Real Estate Podcast
Episode 61 Don't Ruin Your Closing Day! Real Estate Tips Every Seller Needs
Buying or selling a home in Rhode Island, Connecticut, or Massachusetts? This episode is packed with real-life experiences every homeowner should hear.In…
- The Legit Real Estate Podcast
Episode 60 Hidden Homeownership Costs Every Buyer Needs to Know | Property Taxes & Insurance
Thinking about buying or owning a home in Connecticut, Rhode Island, or Massachusetts? In Episode 60 of The Legit Real Estate Podcast, Holly Regoli and T.J…
- The Legit Real Estate Podcast
Episode 59 New Construction Delays, Home Inspections & House Flipping Tips | RI, CT & MA Real Estate
Thinking about buying or selling a home in Rhode Island, Connecticut, or Massachusetts? Episode 59 of The Legit Real Estate Podcast covers real-world…
- The Legit Real Estate Podcast
Episode 58 Home Electrical Inspections: What RI, MA & CT Buyers Need to Know
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…
- The Legit Real Estate Podcast
Episode 32: From Homes to Commercial Deals | Real Estate
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…
- The Legit Real Estate Podcast
Episode 33: Driving at 80 MPH & Real Estate Lessons on the Go!
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…
- The Legit Real Estate Podcast
Episode 57 BAD CONTRACTOR? Cheap Repairs, Big Problems & Housing Headaches
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…
- The Legit Real Estate Podcast
Episode 56 A Tiny Leak Turned Into a Real Estate Nightmare
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…
- The Legit Real Estate Podcast
The Weirdest Real Estate Facts We Could Find | Episode 55
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…
- The Legit Real Estate Podcast
Episode 54: Showing Houses Shouldn’t Be This Hard
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…
- The Legit Real Estate Podcast
Buyers Asked WHAT After Inspection?! | Legit Real Estate Podcast Ep. 53
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…
- The Legit Real Estate Podcast
Are Real Estate Leads Worth It Anymore? | Legit Real Estate Podcast Ep. 52
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…
- The Legit Real Estate Podcast
Appraisal NIGHTMARES Part 2, $25K Deposit Gone & Realtor Chaos 🚨 | Legit Real Estate Podcast Ep. 51
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…
- The Legit Real Estate Podcast
Episode 50 Appraisal Nightmare?! $20K Lost + Shocking Appraiser Story
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…
The Legit Real Estate PodcastEpisode 49 Generational Real Estate Struggles: Why Buying a Home Feels Impossible (And What to Do)
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…
- The Legit Real Estate Podcast
Episode 47: This Almost Ruined the Deal… (Solar Nightmare) + Truths & Lies
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…
- The Legit Real Estate Podcast
Episode 48: Surviving Crazy Landlords and Hard Times
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…
- The Legit Real Estate Podcast
Episode 44: The Most “Legit” Episode Yet: Snow, Bills, Sewage & WTF Tenants Flush
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…
- The Legit Real Estate Podcast
Episode 46 When a Storm Hits: What Realtors, Buyers & Sellers Actually Deal With
A Rhode Island blizzard shuts everything down — and TJ & Holly break down what that really does to real estate: closings postponed, inspections delayed, open…
- The Legit Real Estate Podcast
Episode 45: Rents Hit 4-Year Low… Foreclosures Up (What It Means)
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…
- The Legit Real Estate Podcast
Episode 43: Frozen Pipes, Ice Dams & Generators — Winter Tips That Save Thousands
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…
- The Legit Real Estate Podcast
Realtors, Jokes, AI & Real Talk: The Stuff Agents Actually Deal With
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…
- The Legit Real Estate Podcast
Episode 40 Real Estate Agent Safety: Harassment, Creepy Calls & Open House Risks w/ Gina Ranci
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…
- The Legit Real Estate Podcast
Episode 41: Facebook Deleted My Account After 20 Years — How Realtors Cut Time-Wasters & Win in 2026
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…
- The Legit Real Estate Podcast
Episode 39 Did the Rent Really Pay the Mortgage? Investorl Break Down Their Multifamily Deal
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…
- The Legit Real Estate Podcast
“Get Out.” The Most INSANE Real Estate Stories We’ve Ever Heard
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…
- The Legit Real Estate Podcast
Episode 37 Real Estate Reality Check: How New Agents Survive Their First Year ft. Reed Bryant
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…
- The Legit Real Estate Podcast
Episode 36 Home Inspection Horror Stories Every Buyer & Agent Must Hear w/ Josh from JML Inspections
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…
- The Legit Real Estate Podcast
Episode 34 Real Estate War Stories You Won’t Believe | Lessons from RI, CT & MA Markets
From last-minute closings to wild inspection surprises — this episode of The Legit Real Estate Podcast gets real about the unpredictable world of buying and…
- The Legit Real Estate Podcast
Episode 35 Haunted Listings, Last-Minute Closings & Real Estate Chaos | Deb Gianini’s Wild Stories!
Ever found ashes in a closet during a showing? Or watched a seller drive through their garage door before closing? In this hilarious and jaw-dropping episode…
- The Legit Real Estate Podcast
Episode 33: Driving at 80 MPH & Real Estate Lessons on the Go!
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…
- The Legit Real Estate Podcast
Episode 31: Real Estate Scams You Need to Watch Out For - Title Fraud, Fake Buyers & Email Traps
Scams in real estate are more common than many people realize—and they’re getting more sophisticated. In this episode, we dive straight into the different…
- The Legit Real Estate Podcast
EPISODE 30: Real Estate Reality Check - Unexpected Maintenance
Owning real estate isn’t always glamorous — sometimes it means walking into your basement to find a river running through your property.In this episode of the…
- The Legit Real Estate Podcast
Episode 29: Open House Red Flags Every Agent Should Know + How Rent Can Boost Mortgage Readiness
In this episode of The Legit Real Estate Podcast, the hosts start with a real open-house scare that reshapes how agents should handle events—then pivot to how…
- The Legit Real Estate Podcast
Episode: 27 From Flips to $150M Apartments — How Syndications Create Passive Wealth with John Casmon
In this episode, Holly Rogoli sits down with John Casmon former corporate marketer turned multifamily investor, to reveal how he made the leap from flipping…
- The Legit Real Estate Podcast
Episode 25: What Real Estate Life REALLY Looks Like | Podcast Ep. w/ T.J Ciolfi Fee & Holly Regoli
Welcome to another episode of The Legit Real Estate Podcast with T.J Ciolfi and Holly Regoli — where real estate meets real life. 🎯 In this episode: What it’s…
- The Legit Real Estate Podcast
Episode 24: Real Estate & Real Life: Local Agents Give Back in RI – Behind the Scenes | Legit RE Podcast
Welcome to another episode of the Legit Real Estate Podcast with your hosts TJ Joe and Holly Rgoly! In this episode, we go beyond the closing table and into…
- The Legit Real Estate Podcast
Episode 23: Catfights & Closings: Real Talk with Dana Pizzarelli on Surviving Real Estate
Special Guest: Dana Pizzarelli In this lively and candid episode of The Legit Real Estate Podcast, hosts TJ Chofi and Holly Regoli sit down with Dana…
- The Legit Real Estate Podcast
Real Estate Agent Diaries: Work-Life Chaos You Didn’t See Coming!
Ever wonder what real estate agents do when they’re not showing homes? In this clip from The Legit Real Estate Podcast, Holly shares a hilariously relatable…
- The Legit Real Estate Podcast
Episode: 21 Realtor Danger Zones - What No One Tells You About Showing Homes
In this gripping episode of The Legit Real Estate Podcast, TJ and Holly dive into the real-life dangers that real estate professionals face—from walking into…
- The Legit Real Estate Podcast
Solar Panels Are Killing Deals? Real Estate Pros Break It Down
This week on The Legit Real Estate Podcast, TJ Chofi and Holly Regoli tackle the surprising ways solar panels can complicate a home sale. From sky-high monthly…
- The Legit Real Estate Podcast
Episode 19: Crazy Hats & Real Estate Truths | Legit Real Estate Podcast Ep. 19
In this episode of the Legit Real Estate Podcast, TJ Chopin and Holly Ragoli kick things off with Crazy Hat Day shenanigans—but don’t worry, they quickly dive…
- The Legit Real Estate Podcast
Episode 18: Real Estate Meets Insurance in the Most Real Way
In this episode of the Legit Real Estate Podcast, hosts TJ Ciolfi and Holly Regoli welcome Bubba Correira from Lapointe Insurance to break down everything real…
- The Legit Real Estate Podcast
Episode 17 Am I the Asshole Real Estate edition
Oh we found some funny Real Estate related Am I the Assholes! And we want to share!
- The Legit Real Estate Podcast
Episode 16: Rel Estate Stories we found on Reddit
Holly and TJ share some crazy real estate stories they found on Reddit
- The Legit Real Estate Podcast
Episode 15: Unrealistic Sellers
Ugh sometimes sellers really don't want to listen to our advice. What do you do when a seller wants to list they house higher than what you recommend? Please…
- The Legit Real Estate Podcast
Episode 14 Special Guest Ken Tessitore
Holly and TJ Talk to Kenny Tessitore from Loan Depot about some of the crazy stories he's come across in the lending world (including a morgue scandal)…
- The Legit Real Estate Podcast
Episode 13: Weasels & Bed bugs Oh My!
TJ and Holy talk about some pretty devastating vermin including a weasel encounter that nearly eradicated Holly's flock of chickens.
- The Legit Real Estate Podcast
Episode 12: Real Estate Stories we found online
Holly found some cool real estate stories online and wants to share them with you.
- The Legit Real Estate Podcast
Episode 11: What do Real Estate descriptions REALLY mean?
"House with eater view"..."Must see inside". Holly and TJ talk about the meanings behind real estate descriptions.