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Tell us how you get paid, where you work, and what already feels messy — contracts, endorsements, travel, or last year’s filing.
Industries We Serve
Tax, bookkeeping & advisory for athletes.
Travel, contracts, and income that changes from season to season make an athlete’s tax picture rarely simple. We help you stay organized, plan ahead, and keep more of what you earn.
Book a consultationPros, amateurs, and sports professionals
How this work usually looks
An athletic career often means income in more than one state, signing bonuses and contract years that don’t look like a regular paycheck, and a mix of W-2 and 1099 work.
Endorsements, NIL deals, agent and trainer fees, and a relatively short earning window all need a plan — not just a filing at year-end.
The useful work happens during the season as well as after it: keeping records current, planning for estimated taxes, and thinking ahead to the years after play.
Tax, bookkeeping & advisory challenges
These are the issues we see most often in athletes.
- Multi-state residency questions and jock tax filings
- Signing bonuses, guaranteed money, and contract structure
- Endorsement and NIL income alongside team pay
- Agent, trainer, and other career expenses
- Planning across a short, high-earning window and what comes after
How Cornerstone helps
We tailor tax planning, bookkeeping, entity setup, and compliance to this work.
- Tax planning and multi-state / jock tax compliance so filings stay accurate as you move for work
- Bookkeeping that tracks contract pay, endorsements, and deductible expenses in one place
- Entity setup when a personal services company or endorsement entity makes sense
- Career-span advisory: cash flow, estimated taxes, and planning for the years after play
How we help across tax, bookkeeping & advisory
The work is tailored to this industry, with a consistent point of contact and a plan that runs through the year — not only at filing time.
Tax
Planning that stays accurate as you move for work and as income changes from year to year.
- Multi-state and jock tax filings tied to where you play and train
- Tax treatment of signing bonuses, guaranteed money, and contract years
- Estimated taxes as pay arrives unevenly through the season
- Entity planning when a personal services or endorsement company is a fit
Bookkeeping
One set of books for the way an athlete actually gets paid.
- Monthly bookkeeping that tracks contract pay, bonuses, and endorsements
- NIL and other side income kept in the same picture, not off to the side
- Deductible agent, trainer, travel, and training expenses classified correctly
- Records that are ready for filing, rather than reconstructed at year-end
Advisory
Decisions that look past this season, without losing the details of this one.
- Cash-flow planning across a short, high-earning window
- A plan for the years after play, started while income is still strong
- How to structure endorsements and related work as the career grows
- A consistent point of contact as you move teams, cities, or leagues
What working with us looks like
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Get a clear plan
We’ll outline how tax, bookkeeping, and advisory should work for your season and the years around it.
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Stay current through the year
From there we keep the books and the plan up to date as you move for work, not only when a return is due.
Ready to talk through your situation?
Book a consultation and we’ll look at how tax, bookkeeping, and advisory should work for you.
Book a consultation