Fisayo Omilana

all things sports adjacent | building @mastryinc | ex @stanford athlete + @dukefuqua grad

[Fisayo Omilana @crownshy]

I was an intern with the Warriors in Oakland when they broke ground on Chase Center in SF, and set a new precedent for financial engineering in sports https://t.co/p08RN4R91D

[Fisayo Omilana @crownshy]

Pretty sick strategy here to crack arguably the toughest market first. Validation from peers at the highest level = authority with everyday consumers that no one else can imitate

[Nate Jones @JonesOnTheNBA]

Excited to announce that @MoveInsoles is now the official insole brand of the @NBATA! https://t.co/dWZ5Qe7LZT

Athletic trainers and medical staffs across professional and college sports are the reason our product took off so fast at the highest levels of sports. It was only right that we launch this partnership to be able to come out of the shadows and explain to consumers why we are the only go-to insole brand in high-level sports.

[Fisayo Omilana @crownshy]

🙂‍↕️

[Chris Albon @chrisalbon]

Don’t show me something you did with one prompt. Show me something you did over three months with 1000 prompts, five resets, and a dozen all nighters.

[Fisayo Omilana @crownshy]

Not bad!

-A salary cap and a spending floor
-A pay scale for freshmen
-Veteran status and bonuses after two years at the same school
-Postseason and veteran bonus pools sit outside the cap
-Full pay while a player is injured
-Special transfer rights if coaching changes occur
-Declaring to go pro ends eligibility
-A 5% cap on agent fees

Full proposed terms: https://t.co/Xo5f6uboTn

[Stephen A Smith @stephenasmith]

BREAKING NEWS: THIS IS BIGGER THAN BASKETBALL!

Tennessee men’s basketball players, @Vol_Hoops, are making HISTORY alongside @AthletesOrg with a proposed collective bargaining framework that could change college sports FOREVER!

With all the CHAOS in college athletics, player representative Tyler Lundblade, @22lundblade, joins me to break down what this means for the future of the game!

Catch our EXCLUSIVE conversation on YouTube NOW! https://t.co/QSdB9Qxuhr

[George Jarjour @GeorgeOnTap]

Saquon Barkley owns a piece of Anthropic, the artificial intelligence company behind the chatbot Claude, and next week it's set to go public at a valuation of up to about $1 trillion.

Anthropic said Tuesday it plans to sell shares at $70 to $78 each, with trading set to start Nov. 19. At the top of that range, it would be one of the most valuable companies ever to go public.

When Barkley's stake was reported in September 2025, Anthropic was valued at $183 billion. How much he invested and when haven't been made public, but he usually puts $250,000 to $500,000 into a company.

He started investing after he tore his ACL in 2020 and realized his $31 million rookie contract might be the only big money he'd make. His business manager had him read "Zero to One," a book by tech investor Peter Thiel, and he began putting money into private companies.

His portfolio includes the defense company Anduril, Elon Musk's Neuralink and the finance startup Ramp. He also owned part of Polymarket until the NFL made him sell it this fall, since players can't own prediction-market companies.

[Fisayo Omilana @crownshy]

@MikeVorkunov @liam_twomey Wow I used to play fantasy prem so I’m glad staff only got a slap on the wrist for something that was likely harmless. Not looking forward to the day when more malicious “insider trading” is a headline for sports prediction markets

[Fisayo Omilana @crownshy]

🔥

[OpenAI Developers @OpenAIDevs]

Ever thought about building your own games? The Codex edition @modretro Chromatic is now on Supply Co.

With the ModRetro Chromatic plugin in Codex, you can design levels, animate sprites, and playtest on your handheld.

Speedrun checkout while Codex builds your ROM 😉

[Fisayo Omilana @crownshy]

College media rights next up before expiring…

2030: Big Ten
2031: Big 12
2034: SEC
2036: ACC

[Fisayo Omilana @crownshy]

@espn @AdamSchefter @CFBHeather Something like 3x more $$ than the last CFP media rights. Even though it’ll probably be shared with more teams, I’d say the 4% annual increases to college rev share cap will look small in hindsight

[Fisayo Omilana @crownshy]

@espn @AdamSchefter @CFBHeather Something like 3x more $$ than the last CFP media rights. Even though it’ll probably be shared with more teams, I’d say the 4% annual increases to college rev share cap will look small in hindsight

[Fisayo Omilana @crownshy]

Lots of room to grow with KAT since he has a history as an actual collector @bigbodegasbreak !!🔥

[Sports Card Investor @SportsCardInv]

Fanatics unveiled the Fanatics American Express Card, and you can make it look like a trading card 😮

Cardmembers can choose from 500+ Topps-inspired designs featuring NBA, NFL, UFC and WWE athletes, with more leagues and athletes on the way.

The card earns 5% FanCash across Fanatics (including https://t.co/zA4y3yABYI, Fanatics Collect and Fanatics Live) and 8%+ when you shop in the Fanatics App. Cardmembers also get 5% on tickets and select streaming, and 2% on everything else. Other perks include quarterly presale access to select Topps releases, Fanatics Fest benefits and a Championship Challenge entry for a chance to get up to $100K in annual card spending back by predicting every MLB, NBA, NFL and NHL champion. No annual fee.

The waitlist is open now for U.S. fans, with invitations to apply going out later this year.

[Fisayo Omilana @crownshy]

@gabrielvaldivia Hadn't considered this

[Fisayo Omilana @crownshy]

This is exactly why I'm generally not high on ai for sports fans/fantasy sports bc checking box scores and scrolling your groupchat is part of the ritual

[Craig Shapiro ⚽️ @cshapiro]

Interesting bits from Brian’s Airbnb earnings call about AI agents and consumer behavior:

— Airbnb gets ~500k bookings a day
— ”very non-material” traffic from Muse/Instinct
— says people *want* to browse: average user looks at dozens of listings and 25+ photos
— 90% of users message the host
— most traffic comes between 9 to 5 when people are at work (using Airbnb as escapism)
— 80% of travels say they like doing their own travel research

[Fisayo Omilana @crownshy]

@JonesOnTheNBA Long term keys to success for the new wave of players trying to get (close) to dame's level off-court portfolio? If that's even possible anymore without being the face of the league

[Fisayo Omilana @crownshy]

@BenHorney @FOS Strange situation... whether intentional or not, what's stopping people from seeking attention like this again and causing real harm to others? Needs some sort of deterrent

[Fisayo Omilana @crownshy]

@readDanwrite @BenHorney @EllynBriggs @FOS Very real issue for lots of public figures… @umanitek is trying to fight this

[Fisayo Omilana @crownshy]

Claude Sports incoming. Farming election season engagement is just the beginning. Reminiscent of other companies (like @FiveThirtyEight @Kalshi etc) that rode the wave from politics → sports with more year-round user engagement from licensing deals

[Mark Stenberg @MarkStenberg3]

SCOOP: Anthropic has signed a content licensing deal—its first—with the Associated Press.

Through it, Anthropic gains access to election data in exchange for citing and paying the AP.

The deal marks a pivot for Anthropric, which had previously eschewed these arrangements.

[Fisayo Omilana @crownshy]

@RossDellenger @On3 Colleges wanted Congress to protect them from lawsuits against a cap they unilaterally decided to try and enforce. Post-elections, at least there’s better odds that more student-athletes will get a say in how things end up

[Fisayo Omilana @crownshy]

@BKaminsky @bknown_ @mondometrics Great graphic!

[Fisayo Omilana @crownshy]

@aureliocrm @KevinOConnor @Sam_Vecenie Thanks! Follow for more!

[Fisayo Omilana @crownshy]

Something fun for the Valkyries championship parade

Chase Center / Balhalla in pixels

Inspo from @zzzzshawn