If you ask Stephen A. Smith, he has “no choice” but to run for president.
He’s very, very happy with his day job, but when your pastor brings it up, and Skip Bayless declares you were “born” for the Oval Office, well, things tend to snowball. And it’s snowballed far enough that even Keith Olbermann thinks there might come a time when Smith actually has to make that decision.
Smith, ESPN’s $100 million man, was granted some added freedom in his latest deal with the Worldwide Leader. There probably isn’t a “run for president” clause baked into the contract — and Smith’s agent insists 2028 isn’t on the radar — but the new agreement gives him latitude to speak on politics as he pleases. It also positions him for a larger role in ESPN’s NFL coverage.
As Smith has repeatedly said, he’s very happy.
But Olbermann, the former SportsCenter anchor turned political firebrand, wants to see ESPN make a choice of its own. He’s already suggested the network cut ties with Pat McAfee. Now, he’s weighing in on Smith’s presidential aspirations and seemingly calling his bluff.
Olbermann took to social media to needle Smith, noting that if he’s truly serious about a White House run, he’d have to quit his ESPN gig and walk away from the massive salary that comes with it.
“Just tell @stephenasmith that he’d have to give up the job and the salary to even try this, and you’ll never hear him mention it again,” Olbermann wrote on X.
You want to see him suddenly discover the “choice”?
Just tell @stephenasmith that he’d have to give up the job and the salary to even try this and you’ll never hear him mention it again pic.twitter.com/1iRh7xv6td
— Keith Olbermann (@KeithOlbermann) April 14, 2025
Of course, Smith isn’t quitting his day job. But in the age of political spectacle, maybe that’s the point.
As for Olbermann, he may not be running for anything, but he’s always ready to cast the first vote against whatever ESPN is doing next.

About Sam Neumann
Since the beginning of 2023, Sam has been a staff writer for Awful Announcing and The Comeback. A 2021 graduate of Temple University, Sam is a Charlotte native, who currently calls Greenville, South Carolina his home. He also has a love/hate relationship with the New York Mets and Jets.
Recent Posts
’60 Minutes’ earns putrid audience against NFL playoffs, as intended
Just 4.9 million viewers watched Sunday's episode, which featured the controversially delayed "Inside CECOT" segment, less than half of the audience it would've received on its originally scheduled date.
Joe Buck pushes back against Al Michaels criticism: ‘I don’t think it’s fair’
"It just drives me nuts because I'm such a fan of Al's."
T-Bob Hebert didn’t know about ‘Wake Up Barstool’ until first day at Barstool Sports
"That's the sort of pinch myself sh*t..."
Bills-Broncos sets Saturday NFL viewership record for CBS, 49ers-Seahawks blowout holds modest audience on Fox
Denver's overtime win was the most-watched Saturday telecast on any network since 1994.
Paul Finebaum: SEC is in ‘crisis’ following 3 straight Big Ten national titles
"Indiana winning just made it worse."
ABC to air three Major League Baseball games in 2026
Regular season MLB games will return to ABC for the first time since 2021.