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The firm’s fourth partner, Jeff Nussbaum, had carved out a niche writing jokes for public figures. It was he who taught me about the delicate balance all public-sector humorists hope to strike. Writing something funny for a politician, I learned, is like designing something stunning for Marlon Brando past his prime. The qualifier is everything. At first I didn’t understand this. In June, President Obama’s speechwriters asked Jeff to pitch jokes for an upcoming appearance at the Radio and Television Correspondents’ Dinner. I sent him a few ideas, including one about the president and First Lady’s recent trip to see a Broadway show: “My critics are upset it cost taxpayer dollars to fly me and Michelle to New York for date night. But let me be clear. That wasn’t spending. It was stimulus.” Unsurprisingly, my line about stimulating America’s first couple didn’t make it into the script. But others did. The morning after the speech, I watched on YouTube as President Obama turned to NBC reporter Chuck Todd. “Chuck embodies the best of both worlds: he has the rapid-fire style of a television correspondent, and the facial hair of a radio correspondent.” That was my joke! I grabbed the scroll bar and watched again. The line wasn’t genius. The applause was largely polite. Still, I was dumbfounded. A thought entered my brain, and then, just a few days later, exited the mouth of the president of the United States. This was magic. Still, even then, I had no illusions of becoming a presidential speechwriter. When friends asked if I hoped to work in the White House, I told them Obama had more than enough writers already. I meant it.
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