The Settlement (1999): cast, story & where to watch

1999 · Film · ★ 6

The Settlement poster

Released in 1999, The Settlement is a comedy and drama film directed by Mark Steilen, running about 101 minutes. “Dying is a lousy way to make a living.” — that tagline sets the tone.

What it’s about. Swaggering, womanizing Jerry and his hen-pecked buddy Pat are in a bind: their clients aren't dying fast enough! They buy insurance policies from the terminally ill, and bet on them to kick the bucket on schedule. But their luck is about to change when they meet Barbara, who has a $2million policy and 3 months to live.

Who’s in it. The Settlement stars John C. Reilly as Pat, William Fichtner as Jerry, Kelly McGillis as Fake Barbara / Ellie and David Rasche as Denny, among others.

How it landed. With an audience score of 6.0/10, The Settlement has drawn a solid, mixed-to-positive response.

Where to watch. Streaming options change often. See the full, country-by-country breakdown on our where to watch The Settlement page.

If you liked it. Fans of The Settlement tend to enjoy Forrest Gump, Parasite, Life Is Beautiful and Fight Club.

Frequently asked

Where can I watch The Settlement (1999)?
Streaming, rental and purchase options for The Settlement change frequently. Check our where-to-watch page for the latest availability in your country.
Is The Settlement worth watching?
The Settlement holds an audience score of 6.0 out of 10, and is a strong pick if you enjoy comedy and drama. Reactions are mixed, so it may depend on taste.
Who stars in The Settlement?
The Settlement stars John C. Reilly, William Fichtner, Kelly McGillis, David Rasche and Dan Castellaneta.
When was The Settlement released?
The Settlement was released in 1999, with a runtime of about 101 minutes.