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Tax strategy built for student-athletes

Keep every dollar
you're legally
allowed to keep

NIL deals pay fast, but the IRS moves faster. We help student-athletes keep the maximum amount of money allowed by law, so you never get blindsided by a tax bill.

Book a 15-Minute Athlete Call No cost. No obligation. Just clarity.
NIL Income vs. Tax Clock Illustrative
NIL Paid Out
$0
Hits your account same-day
Tax Owed, Ticking
$0
Due annually whether you saved or not
Tax obligations don't wait for April, they accrue the moment you're paid.
Section 1

3 Big Did You Knows

05

The $5,000 Payment Trigger

Earning around $5,000–$6,000 in net NIL income creates roughly $1,000 in tax liability due annually. Once you hit that threshold, the IRS expects that annual amount paid in quarterly installments, 4 times a year, not just in April.

→ Quarterly, not annual
00

"Free" Gifts Aren't Tax-Free

Cars, apparel, trips, and gift cards earned through NIL are taxed at fair market value. "Free" gifts aren't free. If you don't track your business expenses, you'll owe cash taxes on non-cash perks.

→ Non-cash still counts
10

Write-Offs Can Save Your Money

Agent fees, travel, training costs, and content creation tools can be subtracted from your earnings to legally lower what you owe in taxes.

→ Deductions are your defense
Section 2

What We Do For Your NIL Revenue

You focus on your sport. We serve as your financial defense team.

PlayQB

Quarterly Payment Calculations

We tell you exactly what to save so you never face IRS penalties.

Estimated taxes
PlayMS

Multi-State Tax Compliance

Earned money traveling for games or promos? We handle multi-state filings.

Multi-state filing
PlayCT

Complete and Thorough Recordkeeping

We organize your 1099s and expenses so you keep what's yours, 100% legally!

Clean records
Section 3

Don't let Uncle Sam take your hard-earned NIL money

Got 15 minutes? Let's review your deals, figure out what you actually owe, and build a strategy to protect your cash.

Book a 15-Minute Athlete Advisory Call Simple, transparent guidance for student-athletes and parents.
15 Min
One call to know exactly where you stand
Off the Clock

Vibes

Numbers aren't the only thing we're tuned into. This page pairs with the original Vibes page on Ditsky Strategic, the same ear for a good playlist, now on the NIL Tax side of the house.

Groovin' & Shakin'

I love to be inspired when I work. What better way to do so than music?

When meeting with clients, one question I ask is what music they're into. I create a playlist around what they've been listening to and play said list while working on their account. This is my favorite new jazz album from 2025. It is a great album out of Japan that I can't recommend enough!

FUKUSHIMA, Sinsuke Fujieda Group · via Spotify

Client & Friend Playlists

Sharing music is a passion of mine.

In addition to being inspired by what clients and friends are currently listening to, I am always interested in hearing their playlists. Usually I post their playlists here, this one's what's been on repeat lately.

Got a playlist you think belongs here? Email it over, details on our main site.

Book Your Call

Skip the forms. Send us a quick email and we'll reply to set up your free 15-minute call.

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