Friday, October 2, 2026
  • -
    days
  • -
    hours
  • -
    minutes
  • -
    seconds

How Stephen A. Smith Built an Empire From Inside ESPN

  • “Normal rules that apply to most talent at ESPN don’t apply to him.”
  • Smith built up tremendous clout and now he doesn’t have to stick to sports.
Mark J. Rebilas-USA TODAY Sports

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google

ESPN has guidelines stating that commentary by employees “should refrain from overt partisanship or endorsement of particular candidates, politicians, or political parties.”

But there was Stephen A. Smith on ABC’s “The View” this week, declaring he does not want to see former U.S. President Donald Trump back in the Oval Office.

“The objective is to make sure that the former president is never in office again,” Smith said.

On some teams, there’s one superstar like Michael Jordan or Lawrence Taylor who gets away with things that others can’t. At Walt Disney’s Co.’s ESPN, Stephen A. Smith is such a figure.

  • Smith made his bones as an NBA beat reporter and columnist at newspapers like the “Philadelphia Inquirer.” Hired by ESPN in 2003, he scored his own national show, “Quite Frankly with Stephen A. Smith,” within two years.
  • But he wasn’t a great colleague, and ESPN dropped his show in 2007 — then dropped him after a contract dispute in 2009.

That was rock bottom for Smith professionally, but he slowly worked his way back into ESPN, culminating with his ascension to Skip Bayless’ full-time debate partner on “First Take” in 2012. Since then he’s been a rocket ship.

Smith is now the face and voice of ESPN — and the company’s highest-paid talent, with the exception of the new “Monday Night Football” broadcast booth of Troy Aikman and Joe Buck.

Colossus of Clout

At the Worldwide Leader in Sports, the human hot-take machine has become the network’s most popular — and powerful — personality.

What Stephen A. wants, Stephen A. usually gets.

It helps that the 55-year-old Smith has the ear of ESPN chairman Jimmy Pitaro. If he has an issue, he calls the boss directly, according to one former ESPN on-air talent.

“Normal rules that apply to most talent at ESPN don’t apply to him. Very few talents call Pitaro directly. He can and does. And Pitaro is good with it, which makes sense on some level. [Smith] makes the company a ton of money. And works his ass off.”

The only ESPN personalities with similar clout to Smith might be Aikman, Buck, Kirk Herbstreit, Adam Schefter, and Adrian Wojnarowski, noted Richard Deitsch on his Sports Media podcast.

No ESPN talent gets more face time than Smith, either. With the semi-retirement, or retirement, of mainstays like Chris Berman and Bob Ley, he’s one of the few stars with real leverage in Bristol.

“Stephen A. Smith engineered one of the greatest turnarounds in ESPN history. He was out the door. He was in Siberia. At the time he left, many thought he’d have many more opportunities than he ended up getting,” Jim Miller, author of “Those Guys Have All the Fun: Inside the World of ESPN,” told Front Office Sports in an interview.

“Lo and behold, he returns to the fold and goes on one of the more incredible upward trajectories that any talent has had at ESPN, particularly from a financial point of view. At a time when a lot of ESPN talents were being cut and shredded on their contracts, he’s got probably the biggest deal at ESPN apart from the booth.”

Stick to Sports?

In August, Smith negotiated an outside deal with Audacy’s Cadence13 to host his own podcast, “K[no]w Mercy With Stephen A. Smith,” giving him the wiggle room to tackle non-sports issues ranging from politics and entertainment to race and criminal justice.

It’s strange enough that ESPN would allow one of its highest-paid employees to host a podcast for an outside company — especially when it has its own podcast network.

But why would it allow its biggest star to embrace the third rail of politics? 

Former ESPNers like Jemele Hill have gotten into hot water for ripping Trump — but not the star of “First Take.”

If Smith can discuss politics on his independent podcast, then he can talk about Trump on “The View” — with zero repercussions from ESPN. In recent months, he’s even appeared multiple times with his friend Sean Hannity of Fox News.

Smith had enough juice to call his own shot, said sources — and ESPN brass didn’t stand in his way.

“Stephen A. has an agreement to host a podcast separate from ESPN, which we approved specifically because it’s focused on topics outside of the sports realm,” said ESPN in a statement. “These appearances are an extension of what he discusses on his podcast, and the conversation and topics are not related to his sports-centric ESPN work.”

Two Sides of Stephen A.

The son of West Indian parents, Smith grew up in Queens. He was held back in third and fourth grade until overcoming an undiagnosed case of dyslexia with the help of his mother, sisters, and teachers. 

One of his most painful childhood memories is his dad telling his mom, “The boy ain’t smart.” That’s one reason why Smith has a fierce sense of loyalty to folks who have his back.

When Skip Bayless became a national pariah for his callous reaction to Damar Hamlin’s heart attack, it would have been easy for Smith to pile on his old partner. 

Instead, he was one of the few voices to publicly support Bayless, whom he credits with saving his career by hiring him for “First Take” in 2012.

Then there’s the ruthlessly competitive, all-business Stephen A.

Sensing “First Take” was growing stale, he engineered the departure of longtime debate partner Max Kellerman from the show in 2021. 

Max Kellerman
Exclusive

Max Kellerman Could Leave ESPN’s ‘First Take’ With Stephen A. Smith

Max Kellerman is poised to leave ESPN’s ‘First Take’ debate show opposite…
August 18, 2021

It was a tough call after five years together on the air, but Smith’s bite-the-bullet instincts proved to be correct. The addition of rotating co-hosts like Dallas Cowboys legend Michael Irvin, Chris “Mad Dog” Russo, Marcus Spears, Dan Orlovsky, and JJ Redick has ultimately made “First Take” a better show.

“I was very, very honest about me saying that I thought the show needed a change,” Smith told Russo. “But what I also said to the bosses was, ‘Listen, I think our time together has passed. If you want to keep him on the show and not me, and you want me to do something else that you think I could be more beneficial and more profitable for the company, so be it.’”

A Mother’s Lesson

When ESPN dumped Smith in 2009, he retreated to his childhood bedroom to lick his wounds and feel sorry for himself.

His late, beloved mother served her son breakfast — along with a hand mirror.

She told him to take a good look at himself, and ask how he could turn himself into an asset rather than a liability to future employers.

Smith got the message and changed his attitude. Since then, he wakes up every morning with two thoughts:

“No. 1, how do I make my bosses more money? And No. 2, how do I get some of it?”

The $15 Million Man

Despite his broad footprint across ESPN’s daytime, NBA, and “SportsCenter” programming, Smith felt the need to remind everyone in October that he’s “underpaid” vs. other television talents.

At $13 million a year, Smith was ESPN’s highest-paid talent until Aikman and Buck signed five-year deals worth a respective $18 million and $15 million annually. 

But with his new podcast and autobiography, Smith’s now making “north of $15 million a year,” said one source.

Smith collaborates closely with David Roberts, ESPN’s chief of NBA and studio production, and Norby Williamson, executive editor and head of event and studio production.

Together with talented moderator Molly Qerim, Smith has turned the previously reviled “First Take” into a juggernaut that routinely trounces Bayless and Shannon Sharpe’s rival “Undisputed” on FS1 in ratings.

Given his omnipresence at ESPN, it seems at times like there must be several Stephen A. Smiths.

  • He serves as the featured commentator and executive producer of “First Take” five days a week.
  • He’s been an analyst on the “NBA Countdown” pregame show since 2021.
  • Since 2022, he’s hosted an alternate telecast of NBA games called “NBA in Stephen A’s World.”
  • He typically hosts several special “SportsCenter” specials each year.

On top of that, he has his own production company, Mr. SAS Productions.

What’s Next?

Smith has come a long way from the old “Screaming A” caricature. He’s been profiled in The New Yorker and parodied on “Saturday Night Live,” notes the Washington Post.

The bombast is still there. But his scowl has become more of a smile as he shows off his comedy chops.

What’s next for SAS? He could transition to Hollywood.

  • On Wednesday, he told Hannity he wants to be the “heir apparent” to Jimmy Kimmel as host of ABC’s late night talk show.
  • He’s dabbled in acting, guest-starring as hit man Brick on his favorite soap opera, “General Hospital.”
  • Perhaps mindful of his future in entertainment, Smith apologized to singer Rihanna for saying she “ain’t Beyonce” ahead of her halftime performance at Super Bowl 57.

Or, Smith could follow Trump into politics. He previously told ESPN’s Paul Finebaum he’d “strongly consider” a run for president.

“I’m not just about Black appeal. I’m about mass appeal,” Smith told Finebaum. ”Everybody in America would matter. Whatever it took to make this country better, is what I would do.”

The Good Life

Smith’s book tour for his new autobiography, “Straight Shooter: A Memoir of Second Chances and First Takes,” was treated like a royal coronation by ESPN and Disney this week.

Here was a smiling Smith talking about his book with Robin Roberts on sister Disney network ABC’s “Good Morning America.”

“I never wanted to be limited to just sports,” he told the former ESPNer.

There was Smith talking about presidential politics with Joy Behar, Whoopi Goldberg, and Sunny Hostin on ABC’s “The View.” The cast gushed over his political insights.

On air this week, Qerim recalled her only FaceTime session with Smith, while he was living large in Beverly Hills. A masseuse was rubbing Smith’s shoulders, another was giving him a manicure, and a third was giving him a pedicure. Smith just laughed.

“He’s created an empire on his own terms inside ESPN that was very, very difficult to do,” said Miller. “Others have tried — he managed to do it. And the fact he did it after being pushed out, and then coming back, is even more startling.”

This field is for validation purposes and should be left unchanged.

Sign up for
The Memo Newsletter

Get the biggest stories and best analysis on the business of sports delivered to your inbox twice every weekday and twice on weekends.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Atlanta, GA - March 7, 2026 - Turner Studios: Shaquille O'Neal , Ernie Johnson, Kenny Smith, and Charles Barkley during the 2026 NBA marketing campaign featuring Inside the NBA on ESPN.

Barkley Gets His Wish: More ‘Inside the NBA’ on ESPN This Season

Charles Barkley publicly complained about the show’s previous ESPN schedule.
Texas quarterback Arch Manning (16) during a college football game between Tennessee and Texas at Neyland Stadium in Knoxville, Tenn. on Sept. 26, 2026.

College Football Viewership Down 11% Through September vs. 2025

FBS game broadcasts are averaging 1.7 million viewers.
Morishita-Sato-homerun-celebration-at-Meiji-Jingu-Baseball-Staidum-2025

Japanese Baseball Is Fighting Back Against MLB Talent Drain

Nippon Professional Baseball is reimagining how to be a global juggernaut.
Aug 9, 2026; Bedminster, New Jersey, USA; President Donald Trump walks out of the clubhouse during the final round of the LIV Golf New York tournament at Trump National Bedminster.

Trump’s Year of Sports Gets Busier With CFB, Presidents Cup

The impact of Trump’s attendance varies across each sporting event.
podcast thumbnail mobile
Front Office Sports Today

A Conversation with Senator Ted Cruz about the Protect College Sports Act

0:00

Featured Today

A Bar of Their Own

Women’s Sports Bars: Novelty Has Worn Off, ‘That’s a Good Thing’

They’re leveling up, but sustainability remains the first consideration.
Hot & Social/Mets
September 18, 2026

Sports Teams Are Playing a New Role: Matchmaker

The latest promotion at the stadium? Love.
Exclusive
September 18, 2026

Vicious Infighting Is Jeopardizing the Future of Women’s Baseball

The WPBL’s own CEO admits there’s a “power struggle.”
September 17, 2026

Fantasy Football Drafts Are Turning Into Full-Blown Vacations

Leagues are forgoing solo drafts and replacing them with in-person getaways.
Oct 4, 2025; Tempe, AZ, USA; General action during the first period of the game between the Arizona State Sun Devils and the Penn State Nittany Lions at Mullett Arena
September 10, 2026

How Military-Style Workouts in College Sports Get Dangerous

For elite athletes, high-intensity training can be “very appealing.”
Detroit Cass Tech players warm up ahead of a high school football game against rival Detroit King at Cass Technical High School in Detroit on Friday, Sept. 25, 2026. The Detroit skyline is seen in the background.

$399 Rivals Evaluations Test What a Recruiting Ranking Is Worth

Coaches are split on whether rankings still matter in recruiting.
Jun 16, 2026; Los Angeles, California, USA; Spectrum SportsNet LA play-by-play announcer Joe Davis watches batting practice before the game between the Los Angeles Dodgers and the Tampa Bay Rays at Dodger Stadium. Mandatory Credit: Kirby Lee-Imagn Images
September 29, 2026

Joe Davis Still Has Vin Scully’s Advice ‘Ringing in My Ears’

Davis is preparing to call his fifth World Series for Fox.
September 29, 2026

U.S. Presidents Cup Comeback Delivers Viewership Boost for NBC

NBC drew two million viewers for the final round.
Sponsored

Beyond the Scorecard: How Dow Is Putting Purpose at the Center of Women’s Golf

Discover how Dow and the LPGA are building a partnership with lasting impact.
Dec 29, 2023; Atlanta, Georgia, USA; The Sacramento Kings logo on the shorts of forward Domantas Sabonis (10) during the game against the Atlanta Hawks during the second half at State Farm Arena.
September 29, 2026

Kings Reporters Caught Discussing Player Attractiveness on Hot Mic

The incident took place at the Kings’ media day on Monday.
Sep 22, 2026; Bronx, New York, USA; New York Yankees injured right fielder Aaron Judge (99) watches from the dugout during the third inning against the Tampa Bay Rays at Yankee Stadium. Mandatory Credit: Brad Penner-Imagn Images
September 29, 2026

NBC Sports Loses Star Draw With Aaron Judge Out for Wild-Card Series

Judge had previously insisted he would be able to play.
Aug 28, 2026; Bronx, New York, USA; New York Yankees second baseman Jazz Chisholm Jr. (13) throws to first for a double play against the Boston Red Sox during the fifth inning at Yankee Stadium. Mandatory Credit: Tom Horak-Imagn Images
September 28, 2026

How NBC Sports Is Approaching Its First MLB Postseason in 26 Years

The network will have its first MLB postseason presence since 2000.
Sep 27, 2026; Denver, Colorado, USA; NBC broadcast analyst Mike Tomlin before the game between Los Angeles Rams and Denver Broncos at Empower Field at Mile High. Mandatory Credit: Ron Chenoy-Imagn Images
September 28, 2026

Mike Tomlin Breaks With Coaching Fraternity in Cowboys Analysis

Tomlin questioned the Cowboys’ decision-making in their loss vs. Baltimore.