Closing Time With Jimmy B and Annie O - "Dirty Talk" For Real Estate Nerds

Champagne Closings and Canceled Contracts

44 min · 11. juni 2026
episode Champagne Closings and Canceled Contracts cover

Beskrivelse

🍾 Champagne in one hand. A canceled contract in the other. Welcome to real estate. It's Episode 6 of The Closing Time Podcast, Jimmy B and Annie O are literally popping bottles on camera - because this month is all about the highest highs and the most brutal lows of the business. The wins worth celebrating, the deals that got away, and how to survive the heartbreak without burning out. In this episode: 🥂 Pop the Bubbly: Two Truths... or Lies? — We each tell a wild real estate story. The other has to call true or false. Loser chugs. Featuring: * Annie's flip gone sideways: falling in love with her own rehab, blowing the budget by $60K on upgrades she picked for HERSELF... and then losing $45,000 on the sale. (True? False? You'll find out. Someone chugged.) * Jimmy's NFL rookie client who ghosted him at a showing - then made headlines on ESPN that same night. The text Jimmy sent next turned a no-show into a closed deal, a friendship, and the best redemption story we've ever told on this podcast. The accusations? Completely fabricated. The lesson? Kindness when everyone else is judging. 💔 The Ones That Got Away — Then it gets real: * Annie's mobile home park listing: 25 units, ~3 acres, a FULL PRICE CASH OFFER on the table... and a seller who suddenly stopped answering the phone. Spoiler: he never wanted to sell — he just wanted free pricing intel. Cue attorneys, arbitration, six months of hell, and a commission check approaching a quarter million dollars that never came. She's still mad. Rightfully. * Jimmy's most painful listing EVER: a move-in ready pool home, listed at $625K, dropped to $535K, open houses every weekend for three months, door knocking, mailers, the works — and not a single offer. The client lost his $10K new construction deposit, Jimmy lost ~$28K in commission, and the daily 45-minute frustration phone calls nearly broke him. His honest words: "The biggest kick in the nuts of my 15-year career." Plus the data bomb nobody saw coming: buyers in north Tampa don't want private pools anymore — and the monthly cost math that explains why. 🎯 Coach's Corner: Surviving the Heartbreak — How to bounce back when a deal implodes: * Why you can NEVER rely on one commission check (suck it up, buttercup) * The "wall of separation" - taking your emotions out of every transaction * Pulse-checking your market data weekly, because the market WILL shift mid-listing * And the surgeon analogy that will permanently change how you handle a dead deal 🎬 Video of the Month — Ladies and gentlemen... Booty Licker crashes an open house. "Yo, is this bed negotiable?" "Can this wall fit my 75-incher?" Sideways hat, freshly lined-up beard, an accent Jimmy describes as "redneck New York gangster," and a tape measure. You genuinely need to see this one. Whether you're an agent who just watched a deal die or a buyer/seller curious what REALLY happens behind the scenes — this is the most honest episode we've ever recorded. 🎧 Tune in, pour something bubbly, and drop your own "one that got away" story in the comments. Misery loves company. Closing Time with JImmy B & Annie O - The Realtors You Need to Know!See you next month. 🏡

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episode How To Build A Sellers Confidence cover

How To Build A Sellers Confidence

🏡 "They don't want to sell their house and have nowhere to go." — The #1 fear killing deals right now, and exactly how we fix it. It's Episode 10 of The Closing Time Podcast, Jimmy B and Annie O are tackling the thing that makes or breaks every listing: seller confidence. Because the house is just walls and doors — the real job is convincing a scared seller that the move is actually possible. Plus a brand new segment, summer drinks, and a deal-saving move that 99.9% of realtors don't even know exists. In this episode: 🍹 Summer Drink Draft: Jimmy's pick: a not-too-sugary Arnold Palmer (with Grey Goose if we're being honest). Annie's: a strawberry cucumber margarita... immediately abandoned for the frozen margarita at Epcot's Mexico pavilion. Correct answer, honestly. ⚡ NEW SEGMENT: Rapid Fire Questions — 10 questions, 60 seconds, no thinking allowed. Buy now or wait? New build or existing? Fixer-upper or move-in ready? HOA or no HOA? Price high or price sharp? Stage it or sell as-is? The answers fly- including Annie claiming she'd buy a fixer-upper while rejecting every single one Jimmy's ever shown her ("Because I have no vision!"), and Jimmy nearly flipping the table over "professional photos or phone photos?" ("Why would you even ASK me that?") 💪 How to Build a Seller's Confidence — The meat and potatoes: * Why a proven SYSTEM beats a sales pitch every time — sellers are trusting you with the largest asset of their life * Devil's advocate round: the seller who wants the INEXPERIENCED agent because "they'll have more time for me" — and the check-engine-light analogy that ends that argument on the spot * The sell-buy fear, solved: the contingency that lets your sellers back out penalty-free if they can't find their next home (plus an extremely on-brand married-couple argument over who taught it to whom 💍) * What to do when sellers aren't confident in their PRICE — plan B conversations up front, and why the number they "need" from the sale can often shrink through credits and negotiation on the purchase side 🎯 Coach's Corner: The Deal-Save of the Year: Annie's masterclass. Clients under contract on their new construction DREAM home... and the buyer on their current house falls through with two weeks on the clock. Most agents watch the dream home die. Annie's move: a third-party program that advanced the sellers ~75% of their equity immediately — mortgage paid off, dream home closed, original house relisted, and the sellers still collect the remaining chunk when it sells. Jimmy's reaction on air: "99.9% of realtors don't have the knowledge to pull off what Annie just did." This segment alone is worth the listen for any agent. And the closing tips, free of charge: communicate relentlessly, set REAL timeline expectations (it's a normal market again- 2-3 months, not COVID-era week-one bidding wars), and as Annie so eloquently put it... know your sh*t. Whether you're a seller who's terrified of ending up between homes, or an agent who wants the skills to calm that fear — this episode is your playbook. 🎧 Tune in, then hit the comments with YOUR rapid fire answers: fixer-upper or move-in ready? HOA or no HOA? Let's see where you land. Closing Time with Jimmy B & Annie O - THE Realtors You Need to Know!See you next month. 🏡

17. juni 202623 min
episode Florida Sinkholes, Dead Bodies & a $1M Organ House 😳 cover

Florida Sinkholes, Dead Bodies & a $1M Organ House 😳

🕳️ Sinkholes, dead bodies, and a pipe organ. No, seriously... that's the episode. It's Episode 9 of Closing Time with Jimmy B and Annie O are tackling the most Florida topic imaginable: what happens when your property is a sinkhole property? Can you sell it? Can you insure it? Will the earth literally eat your house? (Almost never. Almost.) In this episode: 📈 2026 Market Check-In - Rates finally dipped (sort of), fence-sitters are pulling the trigger faster than anyone expected, and inventory is popping in Land O' Lakes. After three years of "wait and see," buyers are DONE waiting. Let's go. 🏚️ Rate This Listing : Our producers ambushed us with a $1M lakefront property on Lake Michigan in Wisconsin, and it's... a journey. 27 exterior photos before a single interior shot. A drawn screenshot as the COVER photo. Bridgerton couches with a harp in the corner. A Rumpelstiltskin spinning wheel. A tube TV. A coin-operated bathroom scale. A "Happy 90th, Fred!" banner still hanging. And the showstopper: a full Wurlitzer pipe organ AUDITORIUM built into the house. Jimmy gives the listing agent a 0.1 for the marketing alone and somehow this thing went under contract. Final scores? Tune in to see! 🕳️ Sinkhole Properties 101 — Everything Florida buyers, sellers, and agents need to know: * What a sinkhole actually is (hint: we live on lime rock and sugar sand — the ground MOVES) * The infamous true story of the Florida man swallowed by the earth in his sleep — terrifying, real, and statistically about as likely as winning the lottery * The warning signs: stair-step cracks and nail pops, and what they actually mean * How remediation works: drilling 60-70 feet down and pumping the ground full of concrete * The wild 2006-08 sinkhole fraud era: public adjusters door-knocking for hairline cracks, cooked-up geological reports, insurance companies cutting $150K-$300K checks... and homeowners paying off their mortgages instead of fixing anything, leaving thousands of homes permanently branded "unrepaired sinkhole" * The recent story from our own team: a homeowner blindsided by a 20-year-old sinkhole report he never knew existed - buried in county records and surfacing at the worst possible moment 🎯 Coach's Corner: The Insurance Trap : The part that actually kills deals: * Why true sinkhole insurance basically doesn't exist anymore (and what "catastrophic ground collapse" actually covers) * Repaired sinkhole? You're likely stuck with Citizens — and higher premiums * UNREPAIRED sinkhole? Not financeable. Cash buyers only, shrunken buyer pool, and you're shooting yourself in the foot * Why sellers must keep EVERY report - the original findings, the stabilization map, the concrete records or the next buyer's insurance will tank the deal * The non-negotiable habit for every agent: check the property appraiser, tax records, and permits on EVERY property, every time — because even a rejected claim from decades ago can wreck your closing * And the bonus scenario: what do you do when the house is clean... but the neighbors all have sinkholes? 👀 Whether you're a Florida agent who WILL run into this eventually, a buyer who just saw "ground stabilization" in a listing description, or you just want to hear two realtors lose their minds over a pipe organ — this one delivers. 🎧 Tune in, then hit the comments: would YOU buy a repaired sinkhole home? Be honest. Closing Time with Jimmy B & Annie O - THE Realtors You Need to Know!See you next month. 🏡

11. juni 202628 min
episode Commission Confessions Lets Talk About Money cover

Commission Confessions Lets Talk About Money

💸 "You think we made $10,000 on that deal? Let me show you the $2,500 reality." It's Episode 8 of The Closing Time Podcast, Jimmy B and Annie O are doing the thing realtors NEVER do: opening the books. Commission Confessions: what agents really make, where the money actually goes, and the financial mistakes that nearly broke us. This is the most uncensored episode we've ever recorded. In this episode: 🛍️ What We Blew Our First Commission Checks On ! * Annie's first deal: a short sale that took NINE MONTHS to close, a paper thermometer on the fridge so the kids could track it, and a Disney trip when it finally hit the top. Wholesome. * Jimmy's first deal: ALSO a short sale - a $75K house that took a year and a half while he was still working at Babies R Us. Less wholesome. * Then the splurges: Jimmy's $550 Prada sunglasses (sat on them, currently in a landfill), Annie's $900 Jimmy Choos, $70 steaks because "that's the realtor way," and first-class flights to Vegas at $3K a pop because a coach literally told us "if you don't fly first class, you're a loser." Spoiler: we now buy the multi-pack sunglasses on Amazon. 🧮 Commission MythBusters: The $10,000 Breakdown: You think your agent pocketed ten grand? Watch the math: * Zillow takes 40% off the top → $6,000 * Team split → $3,000 * Brokerage fee → $2,500And THAT's before taxes, NAR and board dues (~$1,500/year), lockbox fees, marketing fronted out of pocket, E&O insurance... oh, and zero health insurance, zero maternity leave, zero benefits of any kind. We break down LPT's actual fee models, what Zillow really charges, and why every photo, ad, and 3D tour on your listing was paid for BEFORE anyone knew if the house would sell. 🎯 Coach's Corner: The Bankruptcy Confession: This is the rawest Jimmy has ever been on this show. The full story of going from $42.5K retail salary to six figures, getting overconfident, racking up massive credit card debt as a "big shot realtor"... and filing for bankruptcy in 2018. Plus the accountant horror story: grossing $130K with no business entity and owing the IRS $45,000 of it. Then the system that fixed everything: * Why every agent needs an LLC or PA - yesterday * The bucket method: 30% taxes off the top, living expenses, 10% minimum marketing reinvestment, and the "oh sh*t fund" * Why your emergency buffer needs to be 90 days MINIMUM because the market will stall and your pipeline will go quiet, no matter how good you are 🎬 Video of the Month - Jimmy B vs. a kayak. The kayak wins. Three failed attempts to drag it out of a listing's pool, zero of it scripted, the camera guy refusing to stop rolling, and neighbors across the intracoastal watching the whole thing like dinner theater. Annie's review: "Tell me you've never done water sports without telling me." Whether you're a new agent who just got licensed, a veteran who's made these exact mistakes, or a consumer who's convinced your realtor is secretly rich — this episode is the reality check nobody else will give you. 🎧 Tune in, then confess in the comments: what's the dumbest thing YOU ever spent a commission check on? No judgment. (Some judgment.) Closing Time with Jimmy B & Annie O - THE Realtors You Need to Know!See you next month. 🏡

11. juni 202638 min
episode Curb Appeal vs Cat Pee What Really Sells A House cover

Curb Appeal vs Cat Pee What Really Sells A House

🏠 You can have perfect curb appeal... but if your house smells like cat pee, the showing's over in 10 seconds. It's Episode 7 of Closing Time, Jimmy B and Annie O are breaking down what ACTUALLY sells a house - and the buyer buzzkills that sellers are completely oblivious to. (Yes, we're talking about YOUR house. You just can't smell it anymore.) In this episode: 🏒 Rate This Listing: A 4-bed, 4,000 sq ft Colorado home owned by the most hockey-obsessed family in America. Full hockey rink in the BACKYARD. Hockey shrine in the basement. Golf simulator in the garage. These kids better go pro. Annie guesses $1M, Jimmy guesses $1.3M... and the actual price made both of our jaws hit the floor. Plus the great rating debate: Annie's brutal 6 vs. Jimmy's oddly specific 7.3. 🤢 Buyer Buzzkills: The 5 Things That Kill Your Sale Instantly * Smells. The cat pee showing that ended before it started - destroyed carpet, litter boxes in the foyer, and a seller sitting in the kitchen who couldn't smell ANY of it. (You're nose blind. Everyone is.) And cigarette smoke? Even worse - ozone bombs barely touch it. * Lighting. If buyers say your house "feels like a cave," you've already lost. * Curb appeal. Your FIRST showing is online, and that first photo is the front of your house. Everyone has Amazon-induced ADHD now - ugly photo, swipe, NEXT. Done. * Dirty AC vents. The sneaky tell Jimmy teaches his buyers to look for filthy intakes = a homeowner who doesn't maintain anything. Sets the tone for the entire showing. * The neighborhood. Including the true story of a neighbor who mowed his lawn in a Speedo every time the house next door had a showing. We're convinced it was strategic. 💰 What Actually ATTRACTS Buyers - The single most cost-effective upgrade that's made Jimmy's buyers swoon in homes that were otherwise, in his words, "shi**oles." Hint: it's under your feet, runs about $10K for a typical 3/2, and it's not a kitchen reno. 🎯 Coach's Corner: Cheap Seller Prep That Works - For the seller who doesn't want to dump money into a house they're leaving: * Declutter and DEPERSONALIZE because buyers are judgy as hell (they're counting your kids, judging your couple photos, all of it) * The $300 pre-inspection that saves you THOUSANDS in panic-driven buyer concessions * The "too good" smell problem? a candle in every room screams what are you hiding? Annie's simmer pot trick wins every time * Fresh paint: the cheapest face-lift in real estate 🎬 Video of the Month — Miss Doolittle hits an open house, and she has OPINIONS. "Eat your peas or no ice cream!" Not one floral wallpaper, not one red curtain, microwave placement that's "a back injury waiting to happen." Plus the blooper: Annie roasts the kitchen for having no spices... then opens the next cabinet. On an ACTIVE listing. Sorry, homeowners. 🧂 Whether you're selling soon and want buyers fighting over your house, or you're an agent who needs a script for the "your house smells" conversation — this one's required listening. 🎧 Tune in, then tell us in the comments: what's the WORST thing you've ever smelled (or seen) at a showing? We can take it. Closing Time with JImmy B & Annie O - THE Realtors You Need to Know!See you next month. 🏡

11. juni 202632 min
episode Champagne Closings and Canceled Contracts cover

Champagne Closings and Canceled Contracts

🍾 Champagne in one hand. A canceled contract in the other. Welcome to real estate. It's Episode 6 of The Closing Time Podcast, Jimmy B and Annie O are literally popping bottles on camera - because this month is all about the highest highs and the most brutal lows of the business. The wins worth celebrating, the deals that got away, and how to survive the heartbreak without burning out. In this episode: 🥂 Pop the Bubbly: Two Truths... or Lies? — We each tell a wild real estate story. The other has to call true or false. Loser chugs. Featuring: * Annie's flip gone sideways: falling in love with her own rehab, blowing the budget by $60K on upgrades she picked for HERSELF... and then losing $45,000 on the sale. (True? False? You'll find out. Someone chugged.) * Jimmy's NFL rookie client who ghosted him at a showing - then made headlines on ESPN that same night. The text Jimmy sent next turned a no-show into a closed deal, a friendship, and the best redemption story we've ever told on this podcast. The accusations? Completely fabricated. The lesson? Kindness when everyone else is judging. 💔 The Ones That Got Away — Then it gets real: * Annie's mobile home park listing: 25 units, ~3 acres, a FULL PRICE CASH OFFER on the table... and a seller who suddenly stopped answering the phone. Spoiler: he never wanted to sell — he just wanted free pricing intel. Cue attorneys, arbitration, six months of hell, and a commission check approaching a quarter million dollars that never came. She's still mad. Rightfully. * Jimmy's most painful listing EVER: a move-in ready pool home, listed at $625K, dropped to $535K, open houses every weekend for three months, door knocking, mailers, the works — and not a single offer. The client lost his $10K new construction deposit, Jimmy lost ~$28K in commission, and the daily 45-minute frustration phone calls nearly broke him. His honest words: "The biggest kick in the nuts of my 15-year career." Plus the data bomb nobody saw coming: buyers in north Tampa don't want private pools anymore — and the monthly cost math that explains why. 🎯 Coach's Corner: Surviving the Heartbreak — How to bounce back when a deal implodes: * Why you can NEVER rely on one commission check (suck it up, buttercup) * The "wall of separation" - taking your emotions out of every transaction * Pulse-checking your market data weekly, because the market WILL shift mid-listing * And the surgeon analogy that will permanently change how you handle a dead deal 🎬 Video of the Month — Ladies and gentlemen... Booty Licker crashes an open house. "Yo, is this bed negotiable?" "Can this wall fit my 75-incher?" Sideways hat, freshly lined-up beard, an accent Jimmy describes as "redneck New York gangster," and a tape measure. You genuinely need to see this one. Whether you're an agent who just watched a deal die or a buyer/seller curious what REALLY happens behind the scenes — this is the most honest episode we've ever recorded. 🎧 Tune in, pour something bubbly, and drop your own "one that got away" story in the comments. Misery loves company. Closing Time with JImmy B & Annie O - The Realtors You Need to Know!See you next month. 🏡

11. juni 202644 min