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Bad Deals Only

Bad Deals Only

By: Seth Williams
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Bad Deals Only is a podcast about bad deals, bad decisions, and the lessons that come from them.

We break down real estate deals gone wrong, business mistakes, financial missteps, and everyday decisions that cost more than they should. Each episode dives into why these deals failed, what people missed in the moment, and how to avoid making the same mistakes yourself.

This podcast covers real estate investing, business strategy, money management, work culture, negotiation mistakes, and the hidden costs behind decisions that look good on paper. No gurus, no fake success stories, and no pretending hindsight is obvious.

If you are interested in real estate, business, entrepreneurship, personal finance, or learning from other people’s expensive mistakes, Bad Deals Only delivers honest conversations, strong opinions, and practical takeaways.

New episodes weekly.

Copyright 2026 All rights reserved.
Economics Leadership Management & Leadership
Episodes
  • Bad Deals Only Ep. 11 | Creative Financing, No-Cap Escalation Clauses & the Trust That Blew Up a Closing
    Jun 6 2026

    Two real estate vets, zero filter. Seth Williams and real estate attorney Nick Nardone break down how deals actually get done — and undone — in today's market. Seller financing, no-cap escalation clauses, escrow holdbacks, and the trust that nearly blew up a closing. Real tactics, real bad deals, and a lot of laughs along the way.

    In this episode:

    • How a business coach's dare turned into a one-phone-call property sale
    • The creative-financing playbook Seth used to buy a Winthrop three-family with almost nothing down — then refinance his way into a $1.25M asset
    • Real estate team economics: why chasing splits is a trap, and how to track where your deals actually come from
    • "Every deal is a dumpster fire" — the walkthrough issues plaguing closings and the listing-agent moves that prevent them
    • Escrow holdbacks: how holding back proceeds gets a stalling seller moving
    • The Escalation Clause Masterclass — when a no-cap escalation wins, and the "will you be pissed?" test for finding a buyer's true number
    • Pricing strategy: why you sometimes let the market punch an overpriced listing in the face
    • The "relay race" of a deal — communication and extension etiquette that keep closings on track
    • The bad deal: a trust with no successor trustee, a mystery title issue, and how to enforce a contract instead of walking away
    • A lender PSA: why "volcano insurance" is the reason you don't run a condo through Rocket Mortgage
    • Full circle — selling a home Seth repped 10 years ago (and hasn't set foot in since 2017)

    Chapters:

    • 00:00 — A coach dares Seth to grow, so he sells a property on one phone call
    • 01:52 — Creative financing 101: buying a Winthrop three-family with seller financing
    • 10:00 — Team splits, leads & why "chasing splits" backfires
    • 17:00 — Memorial Day weekend, stroller purges & a Beacon Hill condo-conversion run
    • 20:56 — The Newport "Nardo Museum" & an underperforming Florida house
    • 33:13 — "Every deal is a dumpster fire": walkthroughs & listing-agent must-dos
    • 34:00 — Escrow holdbacks that actually motivate sellers
    • 35:46 — Escalation Clause Masterclass: the no-cap strategy
    • 41:24 — Pricing strategy: let the market do the talking
    • 44:10 — The deal "relay race": communication & extensions
    • 49:28 — The bad deal: a broken trust, a title issue & enforcing the contract
    • 59:56 — Rocket Mortgage vs. a condo: the "volcano insurance" saga
    • 64:06 — Full circle: selling a home he repped a decade ago
    • 73:40 — Underrated/Overrated: Memorial Day, grad parties & dance recitals

    Bad Deals Only is the real estate podcast that tells you what really happens behind the closing table — hosted by Seth Williams of Reference Real Estate with real estate attorney Nick Nardone. If it helped (or just made you laugh), follow the show and send it to an agent who needs to hear it.

    Reference Real Estate — Winthrop & Greater Boston | sellinboston.com Follow Bad Deals Only on Spotify, Apple Podcasts, and everywhere you listen.

    Bad Deals Only is for entertainment and general information only and is not legal, tax, or financial advice. Talk to a licensed professional before making real estate decisions.

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    1 hr and 31 mins
  • Bad Deals Only Ep. 10 | Hole-in-the-Floor FHA Deal, Puppies at the Closing & the $300 Bulkhead Fight
    May 22 2026

    An AI assistant that drained its own budget, a hole-in-the-floor FHA deal, and a litter of puppies born on a seller's porch the morning of closing. Seth Williams and real estate attorney Nick Nardone get into the deals that go sideways, the brokers who pass the buck, and why the agent who solves the $300 problem is the one who gets the next call.

    In this episode:

    • How Seth's AI build went off the rails: team accounts drifting apart, runaway token spend, and an assistant that forgot it ever built the show notes
    • Why buyers and sellers now expect AI-grade prep from their agent, and how that is thinning the herd
    • The $300 bulkhead standoff: two brokers and two attorneys arguing over weather stripping, and the "be the source" rule that keeps clients calling you back
    • A dilapidated two-family, an FHA offer that should never have qualified, and the hold harmless agreement that kept the deal alive
    • Appraisal shortfalls: how a rebuttal actually works, and the need-to-know way to brief a client so you solve the problem instead of just stressing them out
    • The bad deal: a cashier's check that burned up in a car fire on the highway, plus how you recover a lost bank check
    • Puppies at the closing table: a German shepherd litter on the front porch, a missing seller, and a junk-removal holdback that turned into a credit
    • The 9,000 square foot move that ran three days late, and the listing-agent habits that prevent it
    • Underrated or overrated: ADUs in Winthrop vs Revere, Memorial Day weekend, Mother's Day, and title insurance

    Chapters:

    • 00:00 : The AI experiment that spent its own money (and forgot the show notes)
    • 09:30 : A Monday from hell: sideways deals, a flat tire, and a near-death MacBook
    • 12:00 : Why agents who skip AI are starting to fall behind
    • 16:00 : The $300 bulkhead fight and the "be the source" rule
    • 20:00 : The hole-in-the-floor FHA deal and the hold harmless fix
    • 28:00 : Appraisal shortfalls, rebuttals, and need-to-know client updates
    • 29:30 : When a small brokerage goes quiet on an escrow refund
    • 35:00 : The bad deal: a cashier's check that went up in flames
    • 38:00 : Puppies on the porch: a Marshfield closing in chaos
    • 41:00 : The 9,000 square foot move that ran three days late
    • 44:00 : Listing-agent habits that keep closings on track
    • 47:30 : Underrated or overrated: ADUs, Memorial Day, Mother's Day, and title insurance

    Bad Deals Only is the real estate podcast that tells you what really happens behind the closing table, hosted by Seth Williams of Reference Real Estate in Winthrop and Greater Boston, with real estate attorney Nick Nardone, partner at Touchstone Closing & Escrow. If it helped, or just made you laugh, follow the show and send it to an agent who needs to hear it.

    Reference Real Estate, Winthrop & Greater Boston | sellinboston.com Nick Nardone, Touchstone Closing & Escrow | touchstoneclosing.com Follow Bad Deals Only on Spotify, Apple Podcasts, and everywhere you listen.

    Bad Deals Only is for entertainment and general information only and is not legal, tax, or financial advice. Talk to a licensed professional before making real estate decisions.

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    1 hr
  • Bad Deals Only: The Spring Market Is Breaking Our Brains
    1 hr and 8 mins
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