Friday, November 6, 2026

Former Athletes and Business: ‘The Breeze of Opportunity Is Always Blowing’

Want more from Front Office Sports
in your search results?

Add Front Office Sports on Google
athletes-business-opportunity

Photo via Dhani Jones

The time of athletes being “dumb money” in business is over, and player business opportunities were at the heart of a discussion between two former NFL players at CES: Dhani Jones and Isaiah Kacyvenski.

An 11-year NFL veteran, Jones has since led an accomplished TV career and invested in 35 companies, many in the FinTech industry. He said the amount of people who want to engage with athletes is incredible and provides more opportunity than ever for athletes to have a place at the table. He also said it’s important for businesses to understand athletes have a lot to offer.

“A lot more athletes are pushing the envelope and embedded in the process, wanting to learn and use the platform,” Jones said.

Jones said his life has been defined by a combination of curiosity and discipline imprinted on him from having two military parents. The curiosity helped him define who he was off the field and what he’s done since stepping off it for the last time.

Now, it’s easier for athletes to find a spot for themselves, beyond the one percent of athletes with major marketing deals.

READ MORE: Competitive Pressure Forcing Industry to Adopt New Technology

“The democratization of tech is affording the opportunity for athletes to get involved,” Jones said. “Football and sports used to be a uniform; now it’s full frontal and people see everything that an athlete is, no longer as just a test subject. We’re now the experts consulted to make a better case for what you want to accomplish. The doors are knocked down.”

Athletes have a finite amount of time playing the game and therefore a finite earning opportunity in their athletic lives. Kacyvenski brought up a statistic that nearly 80 percent of athletes end up bankrupt. Jones said part of an athlete’s business success is about changing their mentality and realizing their voice has value.

The transition to business also isn’t too difficult, he said, as all athletes treat their bodies as though they’re entrepreneurs. A harder jump is into investment, but he made an easy analogy to help that transition.

He equated a sports career to youth being seed investments, with parents buying equipment and early training. College is Series A with the scholarship. Meanwhile, professional sports is further Series investments, and the longer they play, the more they can invest in themselves and learn the ins and outs of investment.

[mc4wp_form id=”8260″]

“A lot of guys are starting to invest now and starting to be looked up to, like, Chris Bosh and Andre Iguodala,” Jones said. “Guys that are investing now have reached that level of investor and now we can achieve by learning from those that have done it.”

A lot of athletes have the passion, ability, and desire to make it in the business world, and often all it takes is an extra step of mentorship from a business person, Jones said. He has benefited greatly from a relationship with Dan Gilbert.

“Most players need that final inch, a final lesson as well as a nudge,” he said. “Those same skills to get to an elite level are just an unbelievable value as you step away from the game.”

Finding the right opportunities are all about listening to the surroundings, he said, explaining one of his two rules: the breeze of opportunity can come from anywhere. The second is, it’s not about you, it’s something greater than yourself.

READ MORE: A Pivot Back to Video Seems Unlikely for Sports Media in 2019

“It’s a 2019 cliché, but do whatever it is you’re passionate about,” Jones said. “But also, the breeze of opportunity can come from anywhere. Do what you really love to do, but also listen to the surroundings and have some level of sensitivity to what people are saying to you. If people keep talking to you about clothes and clothes and clothes — well, you know what? You might want to go into clothes.”

Those hoping to work with athletes also don’t need to go for name recognition, Jones said. Establishing a relationship with an athlete also isn’t hard; it only takes finding common ground.

“Make sure they’re authentic to what they do,” he said. “If they are, it won’t be like work. It’s a partnership in the same way you formulate the people you’re working with. Build a community filled with the best ambassadors for your business.”

Download the FOS App

The business of sports, in your pocket.

QR code to download the app

Scan the QR code to get the app now.

Linkedin
Whatsapp
Copy Link
Link Copied
Link Copied

What to Read

Pickering High School North

High School Athletic Directors Say They’re Running ‘Mini Colleges’

ADs are managing a growing list of demands from athletes and parents.
Josh Kushner attends the annual Allen and Co. Sun Valley Media and Technology Conference at the Sun Valley Resort in Sun Valley, Idaho, U.S., July 10, 2026.
Exclusive

Josh Kushner, Bob Iger Shopping Lakers Stakes Starting at $250M

Sources tell FOS there has been massive interest in minority stakes.

How Injuries Hit Pro Marathoners in the Wallet

Staying healthy can get expensive—quickly.
Jun 18, 2026; New York, NY, USA; CEO of MSG Network James Dolan smiles during the New York Knicks Championship Parade through the Canyon of Heroes.

James Dolan Gets $10M Bonus As Knicks-Rangers Spin-Off Closes

“It’s a healthy award,” an executive compensation expert tells FOS.
podcast thumbnail mobile
Front Office Sports Today

11/5/26 – Owners’ $100M Midterm Miss, College Sports Bill’s Uncertain Future, Peyton Tops ‘MNF’ List

0:00

Featured Today

Football - NFL - Houston Texans v Jacksonville Jaguars - Wembley Stadium, London, Britain - October 18, 2026 The necklace of a Jacksonville Jaguars fan outside the stadium before the match

Die-Hard Sports Fandom Has Reached the Afterlife

Will fans pay $6,000 to memorialize their team loyalty?
October 20, 2026

Why Europe Is Pumping Out NBA Superstars

The NBA and NCAA have an increasingly European flavor.
October 15, 2026

College Flag Football Is Outgrowing Its DIY Era

Women have been building the college game themselves at the club level.
Oct 5, 2026; Pittsburgh, Pennsylvania, USA; Pittsburgh Penguins general manager Kyle Dubas arrives at the arena before the Penguins host the Winnipeg Jets at PPG Paints Arena
October 12, 2026

NHL’s New Wave of GMs Is Built Different

“I am in the prediction business,” Devils GM Sunny Mehta tells FOS.
Action Images/Peter Cziborra
October 9, 2026

Is Leicester City’s $264 Million Price Tag Too Rich for Hungry Investors?

After falling from grace, how much is a former top club worth?
Tennis - U.S. Open - Flushing Meadows, New York, United States - September 10, 2026 Jessica Pegula of the U.S. reacts during the second set of her semi final match against Belarus' Aryna Sabalenka

WTA Takes Responsibility for Livestream of Pegula’s Hot Mic

Jessica Pegula called Mirra Andreeva a “diva” during a livestreamed practice.
Oct 10, 2026; Montreal, Quebec, CAN; Detroit Red Wings center Dylan Larkin (71) looks on during warm-up before the game against the Montreal Canadiens at Bell Centre. Mandatory Credit:
October 30, 2026

Dylan Larkin’s Trade Demand Comes With a $41K Daily Price Tag

Larkin is playing an expensive waiting game, holding out for a trade.
November 4, 2026

Is the Lamar Jackson Era Over in Baltimore?

Jackson’s contract situation hangs over the franchise.
Sponsored

How Jeremy Bloom Is Reinventing the X Games

Jeremy Bloom discusses transforming the X Games into a global brand.
October 30, 2026

Pro Marathoners Grapple With the Sport’s Pervasive Doping Problem

Pros and coaches tell FOS the ripple effects last for years.
October 28, 2026

Golf and Tennis See Big Gains in Youth Sports Participation

Youth participation in flag football also keeps growing.
October 28, 2026

Saquon Barkley Opposes 18-Game NFL Season: ‘Hell of a Sport’

The Eagles RB cited player health.
Exclusive
October 28, 2026

NFL Told Saquon Barkley to Divest Polymarket Stake

“I was in it before, but no bueno,” Barkley told FOS.