Brian Williams seems pretty close to just having a second career as a comedian. Aside from being on Stewart/Colbert frequently, he’s on 30 Rock at least once a season, has a regular bit on the Jimmy Fallon show, and is a pretty frequent guest on the other Late Night comedy shows. I think he’s done Wait Wait Don’t Tell Me more then once as well.
Jim Bouton, former Yankee pitcher, wrote the funniest book I’ve ever read, “Ball Four (Five).”
The two funniest people ever who were not paid to be funny are Dorothy Parker, a writer, poet, critic and member of the Algonquin Round Table and Oscar Levant, a classical pianist who also wrote two (?) hilarious memoirs.
David Niven wrote some very funny memoirs as did Charles Grodin.