"An athlete is essentially a Family Office in their late teens and early twenties now."
NIL changed the math. A whole generation of college athletes who will never see a professional locker room are now graduating with six- and seven-figure earnings, a brand, an LLC, a Schedule C, multi-state tax exposure, and a need to build the next thirty years on top of it. The agent vocabulary, the tax vocabulary, the investment vocabulary, the entity-structure vocabulary — most of these athletes (and most of the people in their corner) are seeing it for the first time. The AWP is the family-office playbook applied to that audience: career-window economics, NIL deal structure, the Schedule C vs Schedule E routing decision, reasonable comp for an S-corp NIL business, agent and advisor selection, and the post-career business or investment that becomes the second act. Five editions in one license: Pro · College/NIL · High-School · Coach-Parent · Veteran.
College-athletics donors are wealthy founders, family-office principals, sitting CFOs, and PE professionals. The Athletes' Wealth Playbook is what your athletes need. The eight other guides below are what you need — to structure the collective, fund the gift, plan the estate, and keep the family business in the family long enough for your grandchildren to root for the same school.
"Being the richest man in the graveyard isn't the goal. Helping your children and grandchildren while you're alive to see it — that is."
The collective is one entity in your charitable, recreational, and legacy stack. The FO Guide is how to operate the rest of it.
Where the wealth that funds the gift came from. And how to underwrite the next fund commitment intelligently.
The donor-advised fund, foundation, GRAT, and dynasty trust that route the booster gift through the right vehicle.
For the family trust that holds the operating-business stake whose distributions fund the school.
How the founder who's now a booster got there — and the QSBS, escrow, and rep-and-warranty mechanics of the next exit.
For the booster who wants to buy the second-career business their alma mater's senior is about to need.
For the CFO running the family's operating company that funds it all. And, increasingly, for the CFO of the collective itself.
The classic Corvette. The bourbon collection. The vintage watch. What the collector-athlete will buy with the first big check, and what their booster has been collecting for thirty years.
All eight available individually at $249 each (AWP Pro) — or as part of the Practitioner subscription ($649/yr Founding tier) which includes every guide always-current, the Brief paid layer, and quarterly office hours. The booster who funds an NIL collective and the family that supports them is the entire reason the rest of this library exists.
Three free interactive calculators run the AWP math on the athlete's actual numbers — career-window, NIL routing, and the rookie-mistake check. No purchase required.
Pro athletes face the same financial fundamentals every adult does — taxes, savings, housing, retirement. The Money Reality library was built for that. The tools below are the most relevant for athletes managing first contracts, NIL income, and the families supporting them.
Plus first-paycheck walkdown, 401(k) match maximizer, first-apartment budget, credit-card-trap, student-loan amortization, W-4 withholding, quarterly estimated tax, closing-costs, hidden balance sheet, and job-offer comparator — 18 Money Reality tools in total cross-mapped to the athlete audience.
The Playbook ships as five editions reflecting the five life-stages of an athlete's relationship to money — but the offer is simple. The Pro Edition is the one paid book ($249); it's the full reference. The other four editions — College/NIL, High-School, Coach & Parent, and Veteran — are free for everyone, forever. They're focused 30–50 page derivatives of the Pro Edition, reframed for the audience the title names. Hand the College edition to the freshman who just signed an Adidas deal; hand the Coach & Parent edition to the dad who's becoming the family CFO. Cost: zero.
★ Download the four free editions immediately. Direct PDF links on each card below. Or use the email-capture form under the cards to get all four in your inbox plus a heads-up when the Pro Edition ships at launch pricing.
The full reference. Career-window economics, NIL deal structure, post-career business and investment, agent & advisor selection.
Ships with launch — join the waitlist
Schedule C vs E routing for NIL income, reasonable comp for the S-corp, NCAA compliance, education-trust structures, and the math of finishing a degree even when the bag drops first.
For the family of the recruit who's about to sign. The agent decision, the brand decision, the school decision, and how each one cascades into the next ten years of finances.
The boundaries of the coach-as-advisor role. What a head coach should and shouldn't say about money. The parent who becomes the family's CFO — and how to do that role without breaking the family.
The 27-year-old running back, the 32-year-old MLB veteran, the 35-year-old WNBA player. The pivot from peak earning to the second act — second business, second contract, second career, second investment portfolio.
Drop your email and we'll send all four PDFs — College/NIL, High-School, Coach & Parent, Veteran — immediately. You'll also be on the launch list for the Pro Edition (launch pricing locks the moment you're on the list). No charge today. No spam.
Or just download the four directly above. The email is optional — we send the same PDFs either way.
The Playbook is written for the athletes themselves and the small circle of practitioners around them. The persona-routing table tells you where to start.
| You are… | Start with these chapters |
|---|---|
| Pro athlete inside the career window | Ch 1-3 Career-Window Economics · Ch 6 Personal Finance Foundations · Ch 9-10 Investment Policy · Ch 14 Second Act & Post-Career Business · Apx D Worked Examples |
| College athlete with active NIL deals | College/NIL Edition front-to-back · Ch 4 Schedule C vs E Routing · Ch 5 Reasonable Comp for the S-Corp · Ch 7 NCAA Compliance · Apx E NIL Deal Structures |
| High-school recruit and family | HS Edition front-to-back · Ch 1 Career-Window Reality · Ch 12 Agent Selection · Ch 13 Advisor Selection · Apx F The First Big Decision |
| Coach or parent with influence over money decisions | Coach & Parent Edition front-to-back · Ch 11 The Boundaries of Advice · Ch 13 Advisor Selection · Apx C Mental-Health Resources |
| Agent / advisor / RIA / CPA serving athlete clients | All editions · Ch 4 Schedule C vs E · Ch 5 Reasonable Comp · Ch 9-10 IPS Construction · Apx B Compliance Addenda |
| Veteran / second-contract / overseas player | Veteran Edition front-to-back · WNBA & Overseas section · Ch 14 The Second Act · Ch 15 Where the Wealth Goes Next |
| Booster funding an NIL collective | Read the booster section above. Then: Family Office Guide · Estate Planning Decoded · Trust Administration · the rest of the library. |
15 chapters across 5 parts, plus 6 appendices including the worked-example walk-throughs, NIL deal-structure samples, NCAA compliance addendum, mental-health resource directory, glossary, and index. Page counts are approximate.