Stay Tranquilo - How NFL Contracts Are Made with Disruptive Sports Agency
Episode Date: March 2, 2026We sat down at Super Bowl Media Row with Alex Beglinger (Football Operations) and Henry Organ (Co-Founder) of Disruptive Sports Agency to break down what REALLY happens behind the scenes in the NFL. F...rom the coaching carousel drama to NIL money changing college football forever, this episode dives into: 🏈 The wild NFL & college coaching free agency cycle 💰 NIL vs declaring for the NFL Draft 📊 How agents protect players from bad contracts 📞 What Super Bowl week is actually like for agents 🔥 First NFL deals (Kendrick Bourne & Tariq Owens stories) 📚 Why real mentorship beats internet “gurus” 🏠 Why athletes should invest in real estate early Henry shares his journey from Nike football marketing to becoming an NFL certified agent, while Alex talks about transitioning from 10 years of college coaching into representing nearly 100 coaches across college football and the NFL. If you care about: NFL free agency NIL deals Sports agents College football recruiting Super Bowl week business Or the business side of football… This one is for you. 🎙️ Welcome to Stay Tranquilo — where culture, sports, and real conversations collide. #SuperBowl #NFLFreeAgency #NIL #CollegeFootball #SportsAgents #StayTranquilo Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Transcript
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We got the Hondo's blockbuster introduction today.
We got Bobby in the house.
We got Henry, we got Big Al.
We're here on Super Bowl Media Row.
How are we feeling, boys?
Fantastic.
Great.
Good vibes out here.
Energy's high.
Very different dynamic than yesterday.
What do you think?
What do you think?
I'm hyped up.
My boy Henry says,
is bringing the juice today,
so we're going to find out.
We bring it out heat.
I like it.
I like it.
So before we get into the heat,
we want to tell you guys stories.
Tell us how you got into the landscape
that you guys work into now.
Yeah, my name's Henry Oregon.
I worked at Nike in football brand marketing out of college undergrad,
played football in college at Portland State.
After working at Nike, I went to work for a sports agency in Seattle, Washington.
It was great, good marketing there, and realized I wanted to become a certified agent.
One of my mentors of Aaron Goodwin.
Shout out to A.G., the goat, the original godfather of black agents.
He is in the basketball space.
This is why I say, I stay in my language, football.
You know, Aaron Goodwin also represented LeBron James and taught rich everything he knows.
I'll say it on camera.
Damn.
I take already.
I take.
That's him for you.
My back story is a lot different than Hans.
So I played college football.
And then I started coaching college football for roughly 10 years, junior college, division one.
And Hen and I, we've been friends forever.
And he's my mentor in the age of game.
And I learned everything from him.
And, you know, it was one of those things where he said, hey, come jump on this adventure.
with me and I dove all the way in and we were able to do some great things with players
and I also helped start our coaches division.
We represent almost 100 coaches across college football in the NFL and now head coaches
in college football.
So it's big time.
How'd you guys link up?
I ran him over in Pop Warner.
He couldn't run.
He never ran me.
I was like the refrigerator.
Time out.
He never ran me over.
What's the kid in the little giants?
Your motherfucker was so big.
We couldn't even play in the same weight class.
He was like literally five leagues away from them.
My boy was seven playing in varsity.
So this was in our weight class, and this was me.
Legit.
Yeah, we got the power of Covecito.
That's dangerous.
Come on, Cappacito, man.
A little Covecito.
Hands not ready for it.
No, that's, that's sick.
That's sick.
So you guys now representing coaches at college, so NIO as well?
Yep.
NIO players as well.
We primarily focused, though, you say coaches.
So NFL, front office, executive coaches, college coaches,
and college front office executive as well.
So talk to us about, I felt like this year,
that whole free agency cycle of coaches specifically was wild.
What did you guys think of that?
It was a domino effect, right?
We knew it was coming.
We knew the winner was coming, right?
It was one of those deals where you just try to, like,
get ahead of it as best you can
and try to get your guys in there.
We did an awesome job this year.
Our whole team did.
Our whole disruptive network did a fantastic job getting guys in.
and, you know, Penn kind of sets the tone and the vision with the juice.
He wakes up with his piss hot and he goes.
I wish we had a camera on you to see what these behind the scenes conversations look like.
We got cameras, man.
We welcome it.
We are.
We are.
We are disruptive.
We are.
Come on.
We are disrupted, man.
We welcome all to media attention.
I love it.
But the domino effect, for your question, you know, when that happens, you can see the cycle, right?
It's like every two, two, two, three years.
and then you're loading the chamber up
for your dominoes into
right? You know what I mean?
Oh, yeah.
You had that bitch, he reloaded.
I'm pointing on that.
I'm like, damn.
I'm like, yeah, I'm like, give my time, babe.
I got this all ready.
I want to know, like, the difference in, like,
the coaching carousel versus, like,
NFL player carousel.
Like, is there more drama, less drama?
Is it more business?
Is it more straightforward?
That's a great question.
That's a good question.
You know, it's always drama.
Yeah.
Right?
But you ready for it.
You know, so it's just the fire is always hot.
You're going to make it hotter or you're going to fizzle out?
I think these care cells are like TLC reality shows, man,
because you're waiting on a call that you may never get, right?
And it's all connections, right?
It's not who knows you, you know, it's who do you know that can help get you on too?
And so everybody is just trying to get in front of their guy that they knew that they worked with three jobs ago.
Whereas the NFL, it's like, hey, we have tape, we have all these things to stuff.
There's no metric on coaches, right, besides wins and losses.
Yeah.
Wins losses.
And I would say now that the smaller level is guys that are getting other guys to a bigger
school, right?
Because at NIL, how do I go from, you know, New Mexico to Virginia Tech?
And what does that money look like?
Like, how did they get developed in New Mexico to get to Virginia Tech or Miami or Texas Tech?
You know?
And so just being able to have those things in your arsenal and your toolbox and be able to do it.
Sure.
And I think you brought up something interesting, right?
before the landscape was you're just going to go straight into the NFL the moment you had that chance.
Now you can kind of think twice about that decision.
What have you guys see now with NIL and the amount of money that's being involved there to get guys to either commit to the NFL
or informing kind of what is the right decision there?
I mean, as NFL certified agents, right, there's not many certified agents to Austin.
NIL.
They're starting to get more aggressive now.
But it's really hard, right?
Because the money is so good in NIL, but it also, right, the devil's in the details.
When does that money pay out?
You know, I really advise all college players to have an NFL agent
and not just somebody that's your uncle, your cousin, or from the barbershop.
Because there are guarantees in those contracts and our simulations that can be broken for you.
You may not get to a million dollars that you can get, which has been a thing.
But even now, it's more prevalent because the schools are not in force.
They're not playing that shit.
Take your ass to court.
And I think to also piggyback off that, sometimes, yes, the money is great.
But when you're playing good football, you go.
Your tape will always be your resume.
This is football at the end of the day.
It's not about money and endorsements.
You are there to play football.
And if you have great tape and you're playing great football, go.
Yeah.
I mean, we were talking about it more from Oregon.
That one to me was interesting, right?
Especially with the way QB class is this year.
Yep.
Obviously Fern, number one overall pick this year.
He solidified him in there.
But it was strange for me to think that he was not a guy
that probably should have gone to the NFL.
Sure, and we did too, right?
Yeah.
We know some of his representatives.
I don't know him personally,
but write the statistics show
that quarterbacks that are playing for more than,
starting more than a certain amount of games,
more successful.
So he's looking at the long term,
how do I be most successful in the NFL,
even though the money may have been a lot higher
to go to be a pro.
Yeah.
So it's not just he's going back to school to win.
He's going back to school so he can become a better pro and develop.
Yeah.
And I like to make the joke as a Dolphins fan
that he went back to school
because the Jets were,
looking at him. Hey, if you're trying to do it's best for your career, like you just said,
the Jets might not be the answer. I mean, you got Darno them, Super Bowl. And look what the Jets did
that guy. I mean, dude. Hey, you know, hey, not what they did. It's just circumstances,
right? Yeah. Culture, you know, we're going to answer politically correct. Yeah, yeah, yeah.
I get, I get that. A hundred percent. You know, shit happens. Yeah. Yeah. So you guys got a couple
guys that are going to be playing in the game this weekend, a big game, the Super Bowl.
How's the dynamic of this week, you know, with the guys that you guys have?
George Halani is going to dominate.
I think he's going to do it really well.
Don't be surprised if he's the MVP.
Oh.
Hot take.
Hot take.
What are they going?
You got to throw the hot take.
Every time you got a hot take.
But no, it's exciting, man.
You have the guy in a Super Bowl.
And like he piggyback off what he said,
George, I think, is underrated in some of his skill sets.
And I think, you know, he'll be in on a big third down,
key third downs, either pass blocking or catching out the backfield,
make a guy miss and get another first down and go score.
Those are the plays that make a difference in the Super Bowl right there.
Yeah.
George is just, he's a good kid.
Yeah.
You know, be prepared for the outfit he wears to represent his culture, you know, pre-game.
Hell yeah.
Oh, yeah.
I always like to ask with agents.
Like, I got two questions.
First one, do you remember your first deal?
Absolutely.
Absolutely.
Who was it?
First deal was Kendrick Boy.
I was my first life.
Kendrick born.
Okay, cool.
Oh, yeah.
During COVID, first time of COVID.
He got a second round Tinder the year before, so I think that's my first deal.
But the team kind of has to be you to want to as far as that kind of player.
But hidden free agency, I don't think it was the year after there was no combine.
It was a great way.
A lot of teams stopped going to the combine, so it was hard to.
And, you know, Patriots jumped out there and they wanted them.
There was some overlap.
My high school quarterback wasn't the receivers coach.
So that was a good first deal.
That's a 21 mil.
It's a damn good one.
He made about 18, 19 of it, and he was successful.
He still playing.
Yeah. And he had a good year this year too.
Got one that stands out?
The one that stands out to me that I'm probably, you know,
the very first deal on my own was Tariq Owens, Terrell Owen's son.
Oh, nice.
And so Tariq is friends with your guys, Javon Allen, right?
And Tariq signed with the 49ers, you know, undrafted free agent and went out there
and stuck on the practice squad the first year, caught a touchdown on the preseason this year.
And so.
And Big Al coached him.
Yeah, that's what I'm not telling you.
I also coached him.
connections, right?
You know, it was full circle for a moment.
To watch him, there you go.
There's another one.
We're going to have to get a game rolling after this.
Oh, yeah.
Oh, man, this has got to be on there.
Oh, day.
Yeah.
That's the first.
That one for me was like, you know, real big.
Because I coached him.
I've known him since he was 17 years old and to watch him grow into a young man and be
out and go kind of chase his own dream while still living, you know, a certain type of way and go.
And you kind of answer my second question.
Yep.
So I'm going to ask you now.
Yeah.
Not what deal made you the most money, but what deal made you fulfilled you the most?
What deal was you like, man, I'm glad I took care of this kid.
I'm glad we got that done.
Right?
Like, you look at it, like, the players as you represent, the deals you do, that's your resident.
So they're all like stacking chips to get better and better.
Stacking chips.
Yeah.
We got, we got so much ammunition.
I'm stopping, stopping, gambling chips, but I don't gamble.
Just, honest, all those.
guys going and buying real estate when they do and owning it on their own. I think that's something
that people don't do. We really push our guys to do besides just having equities in the market.
Right. But own your own. Interesting. Nobody else. Own your own single family house.
Own your own your own investor. Yeah. I mean that's huge. I mean we've seen guys in the past
right get burned right and it's no one's fault right? I mean it's just a lack of education at the end of the day.
So having guys like you is huge. Is there? I mean that is someone's fault. I mean it is yours.
Right?
Yeah, yeah.
We have to own it.
100%.
Like, and there's too many resources nowadays, whether it be YouTube or, you know, all these
things to be able to go learn something.
And there's too many people that are willing to share information, but you have to know
how to ask for it.
Yeah.
You know, and I think off of that too, it's counterintuitive almost, right?
Because, yeah, there is a lot of information out there that's valuable, but there's
also a lot of misinformation out there.
So you might be consuming that and be like, all right, it's good.
But you don't know if it's good or not.
So I wrote a book called the informational interview place.
And it's all the skills I learned to get to where I'm at today.
And my thing is, right?
The internet, anything you see online on YouTube, they're selling you something, right?
That's all bullshit.
Go to the person, the man, the woman that's doing what you're trying to do and seek their advice.
They've done it.
Fuck the internet.
It happens.
They don't even own the shit.
They're selling you.
And because I'm a good friend, I have read his book and I can attest to it.
Where do we get the book?
You can get anywhere.
It's in Target, it's a Barnes & Noble.
It's called the Information.
on Amazon.
I'm going to grab it.
Please use my publishing site, amplify publishing so I can make the most amount of royalties.
Thank you so much.
Add the link right there.
And here's a triple threat.
You got to be careful.
That's sick.
That's sick.
Well, no, man.
I mean, that's awesome.
It's great to see the work that you guys do and that there's purpose behind it, right?
It's not just collecting a paycheck.
It's not just going through the motions.
It's the purpose behind helping people.
And I think when that's always the backbone of all that you do, it's only going to replicate
into success.
I think just to quickly piggyback off that.
I was a college football coach for a long time.
We talk about development, right?
We talk about pouring into young men.
What I'm doing now is the same thing,
just without the X's and O's part.
It's life coaching.
It's getting them and building them
and helping them pour into themselves
and investing themselves.
100%.
No, exactly what you said.
100%.
You got anything?
Yeah, last thing.
I just, you know,
if you were talking to a client or a future client,
why would you tell them to choose this vote to someone else?
I'm going to tell you the truth.
As you should.
And the most successful players,
the best players.
They want the truth.
They want the hard feedback.
They want to be coached hard.
Like Tycho on Thornton,
like huge are born and all the rest of them.
They want to know,
hey, what am I not being told
so I can be the best I can be?
Simple.
Oh, yeah.
Oh, yeah.
Well, boys, appreciate you guys for coming on.
No, we appreciate you guys.
We got to do this again.
Like, yeah, come on, man.
Look, A lot is our normal thing.
We got to get the cameras following him around.
Come on.
We're ready.
Let's do it.
We're ready.
I might be the biggest person in you.
I like last year when we met at the at the event with Vaughan.
Yeah.
I was like, bro, this guy's a big dude.
Well, it's funny today, Taekwans doing an interview and Chris Long,
Howard Long's son.
He's looking to me.
I'm looking at him.
And he's like, hey, man, they're going to be two big guys over here.
Who's going to go?
We had a nice little interaction, but it's pretty funny.
That's so.
Well, I appreciate you, boys for coming on.
Yeah, man.
Appreciate you.
Good time.
