If Jay Leno were still hosting The Tonight Show, he’d probably skip Trump entirely. Leno said he'd probably skip Trump entirely if he still hosted "The Tonight Show" during the Trump era. Obama became the first sitting U.S. president to appear on late-night TV while in office when he visited Leno’s Tonight Show that year. “With George Bush, I could always go, you know, I don’t think President Bush quite understands,” Leno continued on Tuesday. “I don’t know if I’m going to say stuff,” he said.