987 thoughts

Ambition, Success & Legacy

Deciding what enough looks like, what the chase costs, and what outlasts the title.

theme leadership 987

Twelve of the 987, with the question each one ends on. Open one to read the explanation that sits between them.

“The person receiving an award may still be learning how the achievement happened.”

How did your best result actually come about?

“Wealth is the ability to fully experience life.”

— Henry David Thoreau

If money bought only experience, where would yours go?

“Networking isn’t collecting contacts. It’s being someone people are glad they met.”

Who walked away from meeting you feeling genuinely glad?

“Sometimes your family doubts you because they love you and are scared. Make it anyway and bring them along.”

What is your family actually afraid of when they doubt you?

“The best work changes hands without losing purpose.”

Would your work still make sense if you handed it over tomorrow?

“Teach a kid to throw a spiral and some part of you is on a field somewhere in 2070.”

What skill could you pass to someone much younger?

“You can have a five-year plan and still let year two surprise you.”

Where could you leave room for a plan to surprise you?

“The captain’s armband doesn’t make you a leader. The water bottles you refilled already did.”

Have you done the thankless jobs before anyone gave you a title?

“Someone’s going to inherit your habits, your mess and your kindness. Leave them more of the last one.”

Would someone inherit more of your mess or more of your kindness?

“What got you a win at nineteen won’t be enough at forty. Keep learning after you win.”

Are you still learning, or coasting on an old win?

“Don’t confuse a big following with a big life. One is a number. The other is a Tuesday you actually like.”

Do you actually like your Tuesdays, numbers aside?

“Success feels different when you know your character could survive losing it.”

Who would you still be if everything you built disappeared tomorrow?