Real client outcomes
We helped a drafted rookie structure a five-year signing bonus
$7.4M
5-YEAR TERM

A signing bonus is not a paycheck
He was drafted in the second round with a $7.4M signing bonus and a rookie contract most of his teammates assumed would define the next five years of his life. It was also the single biggest financial decision he’d ever made, arriving two weeks after his twenty-second birthday.
The number sounds like security. Structurally, it’s closer to the opposite. A signing bonus lands as a single lump sum against a career that, statistically, lasts a fraction of the contract’s length — meaning the money and the risk of the job that produced it are almost never on the same schedule.
The problem
The standard advice for a young athlete is to take the bonus, park it conservatively, and not do anything stupid with it. That advice solves for the wrong risk. It protects against a bad decision with the money, but does nothing about the mismatch between a five-year contract and a paycheck that shows up in full on day one.
We started by asking what he’d actually need the money to do, year by year, if the second contract never materialized — not a hypothetical, but the base case every rookie should plan against.
The approach
The standard move is to take it as a lump sum and figure out the rest later. We didn’t do that. We paired the payout schedule to the guaranteed years actually written into his contract, so the money arrived on the same timeline as the risk of the sport that earned it — not before, not after.
A floor, calculated against five years of committed expenses, was invested the day the first tranche cleared, in low-volatility positions built to be spent, not compounded. The remainder went to work on a longer horizon, structured so a second contract would be additive to the plan rather than required by it.
What was already in place
If the second contract never comes, the plan doesn’t depend on it. That was the design goal from the first conversation, not a fallback added after the fact.
Three seasons in, the second contract did come — larger than the first. Because the original five years were never load-bearing, the new money became the first real allocation toward a life after football, instead of a replacement for a plan that had already run out.

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