Last week, my daughter Alyssa asked me to watch Americaβs Got Talent with her.
I told her:
βAlyssa, Iβd rather go back to prison than watch Americaβs Got Talent.β
She wore me down. We watched it together.
And before I go further, because Iβve been to federal prison, I think Iβve earned the right to tell a few prison jokes.
But this email isnβt about humor. Itβs about something much harder:
Trying.
And why most people avoid it.
A few days ago, I got a call from an executive in his 30s. Southern California guy. Educated. Supported. Recently home from prison.
He was stuck.
Not because he lacked opportunity or resources, he had plenty.
He was stuck because he kept replaying what he lost: title, reputation, identity. Every sentence began with βI used toβ¦β
When I asked what he was doing now, he said:
βIβm still figuring things out.β
Thatβs not unique. I hear it often.
He wasnβt failing because he couldnβt act; he was failing because he wouldnβt.
Trying, for him, didnβt mean building something big. It meant walking into a Rotary Club and offering to speak. Showing up at a reentry nonprofit and asking how he could help.
But he wouldnβt.
Trying made him feel exposed. And exposure felt worse than standing still.
That brings me back to Americaβs Got Talent.
That night, Alyssa and I watched a man named Richard take the stage.
He was 55. A janitor. Heβd spent 23 years quietly cleaning public schools.
No spotlight. No connections. No reason to expect applause.
But he stood up and sang, and something shifted. You could feel it. The crowd, the judges, the countryβ¦ they didnβt just hear him. They saw him.
He won the competition.
He walked away with $1 million.
But more importantly, he showed what can happen when you finally stop asking for permission to try.
Letβs be honest:
Most people wonβt try.’
Because trying risks failure. It invites judgment. It forces you to show your hand.
But Iβll ask you the question Richard answered that night:
Why not try?
Why not take a step even when your past is complicated?
Why not swing even when the odds arenβt in your favor?
History is full of people who had every reason to give up and didnβt:
- Nelson MandelaΒ spent 27 years in prison, then led a nation.
- Abraham LincolnΒ lost more elections than he won.
- Viktor FranklΒ endured a concentration camp and helped the world find meaning in suffering.
- Epictetus, born a slave, became one of the great teachers of Stoicism.
- Malcolm XΒ rebuilt his identity in a prison library and became a global voice.
- Michael SantosΒ served 45 years, yet created a record so powerful that it now educates more than a million people in jails and prisons every year.
They all had reasons not to try.
They tried anyway.
But letβs be clear about something else:
Trying doesnβt come without criticism.
In February 2011, I was invited to speak at a university in Illinois.
Word got out. A professor circulated an email that made its way to me:
βI donβt give an F how good a speaker he is. Heβs a convicted felon. I donβt understand why weβre giving a convicted fraud criminal the stage. He should get paid less, too.β
The university didnβt back down. I gave the talk.
That professor sat in the audience with his arms crossed trying not to look engaged.
Afterward, I had a conversation with someone I admire. Kareem Abdul-Jabbar, whoβs been a mentor and friend for years.
I asked him how he handles judgment, especially when itβs personal, when itβs not about your work, but you.
His answer was simple. The kind of clarity Michael Santos used to challenge me with in prison:
βAre people finding value in your talks?β
βYes.β
βAre you paying your court-ordered restitution?β
βYes.β
βAre you sustaining yourself?β
βYes.β
βThen continue to live your life as best you can and contribute.β
That was it.
Any basketball fan knows the criticism Kareem faced. Some of it brutal, some of it unfair. That story has been told in countless documentaries.
In retrospect, does he have regrets? Yes. Do I? Yes.
But trying, learning, improving and enduring regret is better than surrendering to the voice that says:
βYouβre a felon. Why bother?β
Thatβs an ad hominem attack.
Itβs when someone doesnβt engage with your ideas or your work, but goes after you instead. Your label. Your past. Your identity.
Theyβre not arguing.
Theyβre trying to create a diversion by focusing on the personβs background.
They donβt want to have the conversation.
They want to disqualify you from the start.
Sometimes itβs: βHeβs a felon.β
Other times (and this is something Iβve heard more than 100 times since my release from prison in 2009) itβs:
βWell, of course Justin bounced back. Heβs Jewish. Jews are good with money. Heβs connected.β
Itβs lazy. But itβs powerful because it hits where you canβt argue.
And if youβre not careful, youβll do their work for them. Youβll silence yourself.
Youβll start to believe:
βI donβt deserve to speak.β
βI shouldnβt apply.β
βIβm too far gone.β
Thatβs the trap.
Itβs how you stay stuck for years, thinking youβre being practical, when in reality, youβve just absorbed someone elseβs judgment as truth.
And the only way out is action.
Quiet, unglamorous, imperfect action.
Trying isnβt about making a scene. Itβs about refusing to disappear.
Hereβs a snippet from a staff reporter about that speech I did:

Carl Jung put it this way:
βThe world is full of people suffering from the effects of their own unlived life.
They become bitter, critical, or rigid. Not because the world is cruel to them,
but because they betrayed their own inner possibilities.
The artist who never makes art becomes cynical about those who do.
The lover who never risks loving mocks romance.
The thinker who never commits to a philosophy sneers at belief itself.
And yet all of them suffer because, deep down, they know they missed their moment.β
So if youβve been mocked, ignored, dismissedβknow this:
Youβre probably doing something worth noticing.
Youβre not spectating.
Youβre not waiting for permission.
Youβre not coasting on what used to be.
Youβre moving.
Thatβs where everything begins.
Justin Paperny