How to stream Funny Money: The Dane Cook Story and where to watch it
The documentary Funny Money: The Dane Cook Story reveals a surprising side of the comedian—and you’ll want to know when and where to watch.
The feature documentary Funny Money: The Dane Cook Story zeroes in on the moment Cook’s inner circle crossed a line: when his half-brother, Darryl McCauley, moved from a job in corrections into managing the comedian’s finances and, over time, began making unauthorized withdrawals. The film tracks how the amounts escalated, the red flags Cook spotted, and the fallout once the irregularities surfaced — McCauley’s arrest, conviction, prison sentence, and court-ordered restitution — along with a look back at cash later found stashed in unexpected places.
It doesn’t stop at the scandal. The documentary retraces Cook’s rocket ride through the 2000s, the personal and professional relationships that came with it, and how early ambitions — both brothers once dreamed of stand-up — diverged into very different lives. The betrayal’s lingering impact on Cook, personally and financially, is a throughline.
Who’s in it
Alongside Cook’s own account, the film gathers voices from his circle — several appearing as themselves — to fill in the years leading up to and after the crisis.
- Dane Cook — himself
- Al Del Bene
- Mark Clifford
- Luke Ernenwein
- Richard Pollmann
- Erika Montesi
- Guy Venuti
- Richard Feldstein
- Richard Grundy
- Joseph Zwicker
- Thomas Kingsley
- Kelsi Cook
- Kelly Amann
- Courtney Cook
Release plans
The film’s world premiere is set for September 29, 2026 and is reportedly rolling out on VOD at launch. Specific U.S. platforms haven’t been announced yet; more details are expected closer to release.
World premiere: September 29, 2026.