Tuesday, May 5, 2026

Dontrelle’s Diary: Life of an NFLPA Extern — Round 2

With free agency this offseason, a lot of things are up in the air. (Image via me)

 It might officially be the NFL offseason, but my work is just beginning. Of course, I’m on the job here at the NFLPA as the extern (and next week I’ll be at NBC Sports Washington and ESPN 980), but there’s also another looming issue on my plate: free agency.

After playing last season with the L.A. Chargers and Chicago Bears, I’ll be back on the market next month. In some ways, it’s exciting to be able to be recruited and pick where you want to play. But I’d be lying if I didn’t say the uncertainty doesn’t creep into mind, either. Yesterday, during my second day at the NFLPA, the topic of free agency came up a few times and it helped give me some good knowledge and motivation going into it.

I met with George Atallah, who is the head of the communications department, and he was explaining how the numbers recently came out for how much rollover money teams will have from last season going into this offseason for free agency. It’s amazing how much money some of these teams have, like the Browns (almost $59 million) and even the Cowboys, who spent only 69 percent toward the salary cap last year. So there’s a lot of money to be had out there; it’s just a matter of how much the teams are willing to give and what’s the right fit.

Our talk impacted me a lot. It got me thinking about how to work with my agent to maximize the cash flow and guaranteed money in my contract, especially since I’m about to turn 30 and likely over the halfway point of my career. Is money going to be a factor in where I go? Of course. Is it the most important thing, though? No. The way I see it, money is right up there behind winning and longevity. The more you win and the longer you play, the more money you are going to make. So that’s my approach to the offseason and finding the right situation for me because I want to be successful and I want to bring the right attitude to a team’s locker room to help them be successful.

Earlier in the day, I got to meet with The Trust. This department helps players transition to the next stage of their life so they can be successful — which goes hand in hand with what the NFLPA Externship program is about, so that was great. I learned a lot about some of the disconnect that’s there with active players and the Trust because most guys don’t want to talk about things like pension and benefits until after their career is over. They don’t want to discuss their career coming to an end, which I can kind of understand.

I think a good way to look at it is like a boxing match. So instead of “life after football,” think of it as “round two.” In boxing, once you finish round one, you’re looking forward round two. Some players might see it as, “I’ve done enough in my first career (football) that I don’t need to think about the second part.” But seeing it as round two, it motivates you to keep going back out there and giving it all you’ve got.

Today, I’ll be sitting down with the big boss at the NFLPA: DeMaurice Smith. Really looking forward to talking with him, so make sure you check out today’s blog to see how it goes!

This piece is part of a collaboration between the NFLPA and Front Office Sports in order to give players the opportunity to showcase what they are doing in the business world. If you’d like to learn more, send an email to austin@frntofficesport.com

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

Feb 8, 2026; Santa Clara, CA, USA; Seattle Seahawks wide receiver Cooper Kupp (10) catches a pass against New England Patriots cornerback Marcus Jones (25) in the first half in Super Bowl LX at Levi's Stadium.

Nielsen’s New Ratings Formula Could Boost Viewership Numbers

The pilot program shows a sizable lift in viewing audiences.
Jan 19, 2026; Miami Gardens, FL, USA; American businessman and television personality Mark Cuban before the College Football Playoff National Championship game at Hard Rock Stadium. Mandatory Credit: Mark J. Rebilas-Imagn Images
exclusive

Mark Cuban Says He Paid for Indiana’s Fernando Mendoza Deal

Cuban’s first donation to Indiana football was well spent.
Cricket - Indian Premier League - IPL - Final - Royal Challengers Bengaluru v Punjab Kings - Narendra Modi Stadium, Ahmedabad, India - June 4, 2025 Royal Challengers Bengaluru's Rajat Patidar lifts the trophy as he celebrates with teammates after winning the Indian Premier League

How Private Equity Fell in Love With Indian Cricket

India’s U.S.-style cricket league has become a private-equity playground.
In this photo illustration, a mobile device displays the Kalshi logo while a laptop displays the webpage of the prediction market platform in Copenhagen, Denmark, on February 10, 2026. (Photo by Kristian Tuxen Ladegaard Berg/NurPhoto)

Leagues Weigh In on Future Prediction Market Regulation

Safeguarding integrity and protecting consumers were common themes.

Featured Today

Kaitlin Oaks (left) from Tampa looks at photos with Layla Abutha from Tampa while attending Thurby at Churchill Downs during the week of Kentucky Derby on Thursday, April 30, 2026.

Kentucky Derby Is Courting Gen Z

Churchill Downs is mixing traditional splendor with a youthful atmosphere.
INDIANAPOLIS, INDIANA - MARCH 25: Caitlin Clark of the Indiana Fever sits on the baseline and makes photographs during the Indiana Pacers game against the Los Angeles Lakers at Gainbridge Fieldhouse on March 25, 2026 in Indianapolis, Indiana.
April 22, 2026

Why Athletes Are Moonlighting As Sports Photographers

Athletes are swapping courtside seats for sideline cameras.
Quinnipiac women's varsity rugby
April 21, 2026

The Death of Quinnipiac Women’s Varsity Rugby

The sudden decision at Ilona Maher’s alma mater left players blindsided.
April 17, 2026

The Lawyer Steering the NIL Era

In the new era of college sports, Darren Heitner is everywhere.
Sponsored

Temple Takes Your Sports Career to the Next Level

If you want to break through to the C-Suite , Temple University’s Executive Master of Science in Sport Business can help you up your game and accelerate your career. 
Sponsored

Networking With Purpose

Investing in the Ohio University PMSA unlocks access to one of the largest sports business alumni networks in the world.
Sponsored

University of San Francisco Is Your Ticket to the Game

Rated the No. 1 Sports Management program in California, USF has been a leader in educating industry professionals for more than 30 years.
Sponsored

What Is It Like to Run the Knicks?

Dave Checketts on his time running the Knicks & Jazz, Jordan war stories, and his investment strategy across major sports leagues.
Sponsored

UMass, McCormack Department of Sport Management Introduce Groundbreaking Women in Business Course

UMass’s Mark H. McCormack Department of Sport Management has announced the addition of a Women in Business course launching Spring 2021.
Sponsored

Sacred Heart University Gives Athletes and Students Hands-On Learning Opportunities

Professor Matthew F. Moran is training the industry’s next generation of exercise scientists at Sacred Heart University.
Sponsored

Ohio University PMSA Prepares Sports Professionals For New Normal

Two alumni of the Ohio University Professional Master of Sports Administration explain how they feel prepared for the future of sports.
Sponsored

Temple’s Sports Business Master’s Program Gives a Sports Media Pro Unique Perspective

Temple’s School of Sport, Tourism & Hospitality Management gave Sean Hanrahan the tools to elevate his career even after 30 years in the business.