Good One

What It's Like to Write Jokes for Barack Obama

Apr 17, 2017
David Litt, a former senior presidential speechwriter, shares his unique experiences writing jokes for President Obama. He discusses the thrill and pressure of capturing Obama’s humor while navigating sensitive topics. Litt reveals the creative process behind memorable moments, including integrating Keegan-Michael Key's character, Luther, into the White House Correspondence Dinner. He also reflects on how comedy can shine a light on serious issues and the importance of humor in the relationship between the presidency and the press.
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INSIGHT

Joking For An Office Changes Risk

  • Writing jokes for a sitting president requires extra self-censorship because the next day the person stays president.
  • You must avoid topics that could backfire politically or feel insensitive in changing contexts.
ANECDOTE

Luther Took Years To Land

  • The Luther idea floated for years but felt right in 2015 because it was late in the presidency and they felt liberated.
  • They chose 2015 as a moment to take the big creative swing.
ANECDOTE

A Holiday Party Connection Paid Off

  • Litt had previously met Keegan at a holiday party and saved his email for this moment, which smoothed outreach.
  • Keegan agreed and flew in the morning of the show, barely making the schedule.
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