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Why an Athlete’s Retirement Made Me Rethink My Exit After Constructing a $2.7B Firm

May 19, 2026
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Opinions expressed by Entrepreneur contributors are their very own.

Barry Sanders walked away from the NFL 1,457 yards wanting the all-time speeding document. He had rushed for 1,491 yards the season earlier than and sure had one other 4 or 5 seasons left in him. He retired anyway.

To anybody who confuses longevity with achievement, the choice appeared irrational. Sanders had already collected each validation value amassing and chasing the document would have price him one thing he valued extra: his well being, his humility and the best way he can be remembered.

For executives fascinated by when to step down, the best way to strategy CEO succession planning or the best way to construct a long-lasting govt legacy, Sanders presents one of many clearest case research in fashionable enterprise pondering. What he did at 31 is what many CEOs refuse to do at 60.

Figuring out when to step away

A CEO ought to step down when the function not calls for their full capability — and that normally occurs earlier than the scoreboard displays it. Sanders knew he was nonetheless the very best operating again in soccer when he retired. That was the purpose. He left at his peak as a result of staying longer would have traded the very best for essentially the most.

There are normally three indicators that inform an trustworthy govt the season is ending:

The annual marketing strategy begins feeling simple to construct, which ought to by no means occur in a wholesome working atmosphere.Management conferences and city halls start repeating the identical concepts as a result of the chief has run out of recent views.Board conferences change into overly comfy and predictable, which could be the clearest warning signal of all.

My final firm grew from $500 million to $2.7 billion over four-plus years. Earnings elevated nineteenfold and we bought at a twelve-times a number of, touchdown within the 99th percentile of our PE agency’s historic returns. That was the very best season any CEO may fairly ask for — and persevering with previous it will have been the commerce Sanders refused to make.

Succession planning vs. strolling away with no plan

CEO succession planning is the deliberate preparation of the following chief with sufficient runway for the transition to really feel secure slightly than disruptive. The distinction between strategic succession and quitting comes all the way down to construction: a timeline, a successor and a management bench developed earlier than it’s urgently wanted.

Sanders’ retirement appeared sudden publicly, however internally, he had been getting ready for it for years. I’ve approached management transitions the identical approach. I’ve by no means merely stop a task. I’ve at all times operated in opposition to a timeline and ready the following chief prematurely, permitting delegation to speed up close to the top as a substitute of collapse underneath strain. Non-public fairness environments reinforce this mindset by design. The clock begins the day the CEO indicators on.

Quitting is completely different. It’s the absence of succession structure. It’s the CEO who stays too lengthy, leaves with no plan or exits so abruptly that the group spends the following eighteen months absorbing the shock. The excellence shouldn’t be emotional. It’s structural and visual the day the transition is introduced.

Constructing a legacy that lasts

Govt legacy is formed by defending the reference level.

The ultimate chapter usually turns into the lasting picture of a profession, which is why the final working function issues a lot. Sanders’ ultimate season — 1,491 yards and a tenth consecutive Professional Bowl — grew to become the picture folks bear in mind. Nobody remembers him limping by way of decline. The entice that retains many CEOs within the seat too lengthy not often presents itself as bare ambition. Extra usually, it reveals itself by way of id.

At a cocktail party, executives are sometimes requested a easy query: “What do you do?” For a lot of leaders, the title turns into the reply they’ve educated themselves to provide. Shedding the function can start to really feel like dropping themselves. Even my very own youngsters most popular the model the place their father was the CEO of an organization.

Separating id from title is what makes stepping away manageable as a substitute of emotionally destabilizing. Sanders’ id was being the very best operating again alive, not merely being an lively one. Mine has at all times been constructing fearless leaders, not holding the CEO title itself. The monetary aspect of stepping away is math. Math not often creates inside battle. Ego does.

What a CEO-to-chairman transition really seems to be like

Transitioning from CEO to chairman solely works when the brand new function genuinely advantages from the previous govt’s expertise. It fails when the place exists primarily to protect proximity to energy. The distinction turns into apparent shortly.

One mistake I made was remaining on a board after stepping down as CEO. With out desiring to, I influenced discussions in ways in which sophisticated the incoming CEO’s technique. Institutional reminiscence doesn’t disappear the day a title modifications. We corrected it, and I’ve not remained on the board of an organization I beforehand ran since.

No new CEO really desires the previous CEO hovering close by. The leaders who insist they’re comfy with it are sometimes those who most want the separation. I’ve additionally watched mentors settle for smaller CEO or chairman roles into their seventies, solely to see the scope of these roles regularly shrink round them. A terrific operator main a diminished mandate finally seems diminished themselves.

Sanders by no means accepted a diminished function, which is one purpose the picture of him at his peak survived intact. The higher different is usually stepping away from a single working seat and dealing throughout a number of corporations in advisory or funding capacities. That preserves the stature constructed through the ultimate working function slightly than slowly decreasing it.

Recognizing your Barry Sanders second

Recognizing the Sanders second requires an trustworthy evaluation throughout three areas:

The capability take a look at: Does the function nonetheless demand your full capability? If the annual plan writes itself and the board not pushes again, the reply might already be no.

The succession take a look at: Is the following chief recognized, developed and prepared? If the transition requires greater than six months of runway, the method probably began too late.

The id take a look at: Is the title your exercise or your id? If dropping the title looks like dropping your self, the attachment itself turns into the danger.

The executives who can reply these questions truthfully have a tendency to go away with their legacy intact. Those who can’t usually change into cautionary examples quietly referenced by successors behind closed doorways.

Plan the exit with the identical rigor used to plan the ascent, and the legacy normally takes care of itself.

Barry Sanders walked away from the NFL 1,457 yards wanting the all-time speeding document. He had rushed for 1,491 yards the season earlier than and sure had one other 4 or 5 seasons left in him. He retired anyway.

To anybody who confuses longevity with achievement, the choice appeared irrational. Sanders had already collected each validation value amassing and chasing the document would have price him one thing he valued extra: his well being, his humility and the best way he can be remembered.

For executives fascinated by when to step down, the best way to strategy CEO succession planning or the best way to construct a long-lasting govt legacy, Sanders presents one of many clearest case research in fashionable enterprise pondering. What he did at 31 is what many CEOs refuse to do at 60.



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