Bad Deals Only

Seth Williams
  • 5.0 (1)
  • ENTREPRENEURSHIP

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.

Episodes

  1. FEB 7

    Snowmageddon? Boston Acts Like It’s Never Snowed Before

    Everyone says they miss snow until it actually happens in Boston. In this episode we break down why Massachusetts is objectively terrible at snow removal, how half an inch turns the city into a crisis zone, and why New Hampshire, Maine, and Vermont quietly run laps around us every winter. We talk space savers, snow emergencies, parking chaos, contractors who vanish mid storm, and the fantasy version of snow people pretend they love. If you want snow, drive north. If you want beaches, universities, and heart transplants, welcome to Massachusetts. Topics include: Why Boston panics at the first flake The unhinged history of space savers Snow removal scams and disappearing contractors Why other New England states figured this out years ago Like, subscribe, shovel your spot, and please stop pretending you love snow.

    1h 13m

  2. JAN 31

    Bad Deals Ep 4: From Lobster Sauce to Lawsuits, How Deals Actually Fall Apart in Today’s Market

    In this episode of Bad Deals Only, we start exactly where you expect and exactly where you do not. Chinese food economics, lobster sauce loyalty, and why New England Chinese food might be its own protected ecosystem. From there, things escalate fast. We get into how today’s real estate deals are actually dying, not because of pricing, but because of inspections, unrealistic expectations, and buyers feeding reports straight into ChatGPT. We break down how inspections used to work, how they work now, and why agents who do not prepare clients are setting deals up to fail. We also cover: • Why inspection timelines are stretching longer • How AI is changing buyer behavior for better and worse • The difference between normal wear and actual deal killers • What good agents do before inspections even happen • Why some inspectors write reports like doomsday novels Then we dive into real life bad deal stories pulled from the wild. Stolen cars dumped on listings, AC units ripped off houses, a sawed off shotgun falling out of a roof, celebrity sellers blowing up deals over five thousand dollars, and how ego kills more transactions than money ever does. If you work in real estate, lending, law, or you are just fascinated by how deals fall apart behind the scenes, this one is for you. Bad Deals Only No hype. No guru nonsense. Just what actually happens.

    1h 12m

  3. JAN 23

    Bad Deals Only Ep. 2 | Inspections, Holiday Parties, and a Wire That Never Existed

    It’s episode two of Bad Deals Only, and the holidays are in full swing. We break down real estate inspection negotiations, why repair requests go sideways, and how agents make deals harder than they need to be. From new Massachusetts inspection law changes to why aggregates confuse everyone, this episode turns everyday transactions into full blown chaos. We also dive into holiday party politics, RSVP lies, working on Christmas Eve, Chinese food pickup strategy, and why delivery drivers cannot be trusted. Plus, a truly unbelievable bad deal story involving a cash buyer, a generous parent, celebratory drinks, and a wire transfer that never existed. If you work in real estate, law, lending, or just enjoy hearing how deals quietly fall apart, this one’s for you. Topics include: • Inspection negotiations and repair credits • Aggregates and earnest money misunderstandings • Realtor overreach and bad advice • Fed rate cuts vs mortgage rates • Holiday party survival hacks • One of the wildest closing failures we’ve ever seen Subscribe for weekly bad deals, real market talk, and stories that make you feel better about your own transactions.

    56 min

  4. JAN 22

    Bad Deals Only Episode 1: Why Real Estate Deals Fall Apart

    Welcome to the first episode of Bad Deals Only, the real estate podcast where we talk about the deals no one else wants to admit went wrong. Real Estate Attorney Nick Nardone and Boston broker Seth Williams pull back the curtain on what really happens when transactions start to fall apart. From inspection chaos to permit disasters to agents killing deals over nothing, this episode dives into the messy reality of buying and selling real estate in Massachusetts.

    1h 5m
  • 4 Episodes

About

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.

Information

  • Creator
    Seth Williams
  • Years Active
    2K
  • Episodes
    4
  • Rating
    Explicit
  • Copyright
    © Copyright 2026 All rights reserved.
  • Show Website
    Bad Deals Only