The Keep Going Podcast  /  August 26, 2026

NIL Money Does Not Make You A Brand

I work with college athletes on player development, and there is one conversation I have more than any other. It usually starts with a version of this: I want to build my brand.

Then I ask what that means, and almost always the answer is about money. A deal. A post. Getting paid.

That is not a brand. That is a transaction. They are related, but confusing them is the single most expensive mistake a young athlete can make right now, and it is being made constantly.

The actual definition

Your brand is what people say about you when you are not in the room.

That is it. It is not your logo, your highlight edit, your follower count or your deal sheet. It is the reputation that walks into a room ahead of you. Which means you already have one - you have had one since high school - and the only question is whether you are building it on purpose.

Here is the test. If a coach called three people who have been around you for a year - a trainer, an academic advisor, a teammate who does not particularly like you - what would they say? That answer is your brand. Everything on your phone is just the marketing of it.

Why NIL money is not proof of anything

I am glad athletes can finally get paid. I played in an era where you could not, and I have no nostalgia for it whatsoever.

But money arriving does not mean you have built something. A lot of NIL money right now is arriving because of the roster you are on, the school on your chest, and a market that is moving fast. Those are all things that can be taken away in one transfer window, one injury, or one coaching change.

The question that matters is: if the jersey came off tomorrow, what would still be there?

For most athletes the honest answer is not much, and that is not a character flaw - it is just what happens when you spend ten years being extremely good at one thing inside a structure that handles everything else. But it is a solvable problem, and the time to solve it is while you are still playing.

Four things that actually build it

1. Be known for something other than the sport

Not instead of. In addition to. You are a running back and you know finance. You are a point guard and you are the person who organizes things. You are a receiver and you can talk on camera without freezing.

That second thing is what a brand can be built on, because it survives the last whistle. The sport gets you the attention. The second thing is what people keep working with you for.

2. Be repetitive on purpose

Most athletes post like a scrapbook: whatever happened this week, in whatever tone. Then they wonder why nobody knows what they stand for.

Pick two or three things you are willing to be repetitive about for four years. Faith. Your hometown. A cause you actually care about. The work behind the results. Then be almost boringly consistent about them. Consistency is what turns noise into a reputation.

And say things in your own voice. The fastest way to have no brand is to sound like the other four hundred athletes running the same caption template.

3. Be somebody people want to work with twice

This is the least glamorous item on the list and the one that has made the most money for everyone I know.

Answer emails. Show up on time. Deliver what you said you would deliver, in the format they asked for, by the date you promised. Do not ghost people. Do not renegotiate after you have agreed.

The NIL space is smaller than it looks. Marketing managers talk to each other. Being easy to work with is a genuine competitive advantage, and almost nobody your age is competing on it.

4. Build relationships when you do not need anything

The worst time to meet somebody is the day you need something from them. Meet the alumni. Meet the local business owners. Meet the media people who cover your program. Learn their names, ask what they do, and follow up without an ask attached.

By the time you actually need a job, a reference or a partner, you want to be calling somebody who already knows you.

How to evaluate a deal

When something comes across your phone, four questions before you sign anything:

  1. Does this fit who I say I am? Money from a brand that contradicts your message costs you more than it pays. You cannot spend a year talking about discipline and then promote something that undercuts it. People notice.
  2. What am I actually agreeing to? How many posts, over how long, with what approval rights, and can they keep using your face after it ends? Exclusivity clauses are the ones that quietly cost the most - agreeing to one category can lock you out of a much better deal six months later.
  3. Who is handling the tax and the compliance? That money is income. Somebody is going to want their share of it, and the athlete who did not set anything aside finds out in April. Talk to your compliance office before you sign, every time.
  4. Would I do this if the check were half? Not a moral test - a fit test. If the answer is yes, it probably fits who you are. If it is only worth it at full price, you are renting your reputation, and you should at least know that is what you are doing.

What I actually want for you

I came out of Delaware Valley University with the school receiving records and no leverage at all. I would have loved for somebody to pay me in college. I am not here to lecture anybody about taking money.

What I am telling you is what I watched happen to guys I played with. The ones who struggled hardest after football were not the ones who made the least money. They were the ones who had never built anything that was not attached to the sport - no second skill, no network outside the building, no idea who they were with the uniform off.

NIL is a genuine head start. Use it to buy the thing that lasts: a reputation, a skill, and a room full of people who know you as more than a highlight.

Keep going.

- Rasheed 'Showtime' Bailey

I run sessions on personal branding, NIL and identity beyond the game with college and high school programs. Details on the speaking page.

Back to all episodes