Samuel L. Jackson, Jerry Seinfeld Lead Life and Larry Guest Stars on HBO Max
Barack Obama opens the series, while Rob Reiner makes his final screen appearance in the sketch comedy.
“This is not just a few cameos here and there — each episode of Life, Larry and the Pursuit of Unhappiness has over a dozen celebrity guests”
HBO Max's new sketch comedy series, Life, Larry and the Pursuit of Unhappiness, has stacked its cast with a deep roster of celebrity guest stars, according to The Hollywood Reporter. The improvised historical series, which premiered in June 2026, features dozens of cameos per episode.
Who are the major guest stars?
The guest list is extensive. Samuel L. Jackson serves as the series narrator. The premiere episode features former President Barack Obama appearing as himself, alongside Henry Winkler as John Hancock, Chris Parnell as Benjamin Franklin, and Alan Tudyk as Thomas Jefferson. Curb Your Enthusiasm alum Richard Kind plays Thomas Watson, while Michael Chiklis and Jurnee Smollett also appear.
Episode two features a reunion of sitcom creators, with Jerry Seinfeld joining Larry David to play explorers Lewis and Clark. The episode also includes appearances by Rita Wilson, Kaley Cuoco, and the late Rob Reiner as George Washington, in what The Hollywood Reporter notes is his final screen performance.
Where can you watch it?
New episodes of Life, Larry and the Pursuit of Unhappiness air Friday nights on HBO and stream on HBO Max. The series is executive produced by Barack and Michelle Obama's Higher Ground Productions.
Frequently Asked Questions
Is Larry David in every sketch?
Larry David portrays a variety of historical figures in the series, from Alexander Graham Bell to a soldier in WWI trenches.
What is the tone of the show?
The series takes an improvised, comedic approach to major events in American history, celebrating the 250th anniversary of the United States with a satirical and often depressing slant, according to its official description.
How many episodes have been released?
As of July 2026, the series premiered in June.
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