Writing From The Inside: Gambling, Addiction, Prison, and Starting Over
Recently ranked · United States
Last recorded placements from this show’s chart history. These are not current rankings.
Not on the United States charts we track today.
Not on the United Kingdom charts we track today.
Not on the Canada charts we track today.
Not on the Australia charts we track today.
Not on the Germany charts we track today.
Not on the Brazil charts we track today.
Not on the Mexico charts we track today.
Not on the New Zealand charts we track today.
Not on the Ireland charts we track today.
Not on the India charts we track today.
Not on the Japan charts we track today.
Not on the Philippines charts we track today.
If you like Writing From The Inside: Gambling…, try…
Ranking history · United States
Latest episodes
-
How to Tell Your Spouse
October 21, 2026 · 14 minThere is a number in your head that your spouse does not know. You have rehearsed telling them in the car and at the kitchen table, but every time you found a reason to wait. I waited too. I hid a gambling addiction for years. Then, one…
-
Read the Fine Print
October 14, 2026 · 13 minFanDuel’s terms of use run almost 12,000 words. I read corporate documents for a living, and I never read this one. This week I put it on the witness stand and asked it five questions. One side of this relationship studies the other side…
-
Relapse, Recovery, and What’s Coming Up
October 7, 2026 · 13 minEarlier this year I relapsed. I turned $100 into $6,000 and lost every dollar of it. Then, I did one thing I had never done before. This episode is about what I did different, what I learned about why I gambled to begin with, and what I’m…
-
From Federal Clerkship to Guilty Plea
September 30, 2026 · 12 minRight out of law school, I clerked for a federal judge in the District of South Carolina. One of the cases that moved through chambers that year was built on invoices for hauling that never happened, trucks that never moved, loads that…
-
Why Sports Betting Apps are Harder to Quit than Casinos
September 23, 2026 · 15 minThis week's episode is about what the phone changed. A casino required my body to be somewhere else, and an absence is a thing a wife notices and can ask about in the morning. The phone required only my attention. It took that without…
Show 6 more episodesShow fewer episodes
-
$100,000 Three Nights in a Row
September 16, 2026 · 12 minOn a weeknight in late January, I picked Malcolm Brogdon at $5,400 because most of the field looked at that price and moved on. He finished with thirty-six points, seven rebounds, and nine assists. I won a hundred thousand dollars. I won…
-
Loving Someone Who Is Addicted and Still Functioning
September 9, 2026 · 14 minLast week I gave you the conversation. This week is about what happens when it does not work, which is where most of you actually are. You said it. He denied it or he admitted a smaller version and told you it was handled. A week went by…
-
How to Actually Have the Conversation with an Addict
September 2, 2026 · 19 minThe first four episodes of this show were about me. What I lost, what I did to my wife, what the numbers on my account statement looked like at the end of two years. This one turns around and faces the other direction. This episode is not…
-
What FanDuel Knew about Me- Sports Betting Addiction and the Data
August 25, 2026 · 11 minNinety-five percent of the losses in the sports betting industry come from five percent of the people betting. The apps know exactly who that five percent is, in real time, the same way a casino used to need hours to spot a player in…
-
What I Did to My Wife's Name- When Wire Fraud Reaches Your Family
August 19, 2026 · 13 minI put my wife's name on a company that was committing fraud, and she had no idea it existed. She never saw an invoice, never touched a check, never signed a single document. Her name was on the formation paperwork because I put it there…
-
Writing From The Inside- The Podcast
August 11, 2026 · 11 minI spent over a decade as a trial lawyer, negotiating settlements worth more than a hundred million dollars for people who'd been hurt by companies that should have known better. I also gambled away everything I built, wagering over eleven…

Australia
Brazil
Canada
Germany
India
Ireland
Japan
Mexico
New Zealand
Philippines
South Africa
United Kingdom