Billionaire John Morgan sometimes wakes in a rush, grateful to find himself in his own bed instead of the place his mind occasionally drags him at night. In a recurring dream, he’s stranded in an old car with almost no money, unsure how he’ll make it.
Morgan, valued at $1.5 billion, grew up as the oldest of five in a family that was “financially insecure,” he told Business Insider’s Kevin Reilly for the video series Authorized Account:
Despite coming from little, Morgan went on to found one of the nation’s largest personal injury law firms, Morgan & Morgan, which has offices in all 50 US states. He also owns a collection of science attractions, malls, hotels, and billboard companies.
However, listen to Morgan for even just a few minutes, and it becomes clear he’s not your stereotypical pompous billionaire. He admits to having imposter syndrome, dreams about losing everything, and attributes a lot of his success to sheer luck.
Here are five mindsets that shape how Morgan works, hires, and sees risk and opportunity in places others might overlook.
1. Embrace imposter syndrome
Morgan’s first job out of law school didn’t pay much. “My first job doing personal injury, I had a $10,000 base and 10% of whatever I would close. And I think my first year I made like $15,000.”
After a few years, he started his own law firm. However, despite its tremendous success over the last 37 years, he’s never managed to shake the feeling of imposter syndrome.
“I don’t know how this happened,” he says of his wealth and success, “and I’m going to be found out one day.” He doesn’t see this mindset as a weakness, though.
In the philosophy of late businessman Andy Grove, which Morgan emulates: Only the paranoid survive. It’s that paranoia fueled by his imposter syndrome that feeds Morgan’s undying drive. “It keeps you hungry,” he says.
That’s why he starts every morning by checking numbers. “I get numbers from my attendance and my attractions. I get numbers from new cases signed up the day before. I get all sorts of leaderboard reports,” he says.
2. See luck everywhere
Morgan talks about luck the way some people talk about weather — unpredictable, constant, and impossible to ignore. “Life is a thousand left turns, a thousand right turns, a thousand U-turns,” he says. One different turn, he adds, could have changed everything.
He traces that belief to a feeling of humility. Success, he warns, convinces people they are far smarter than they truly are. And he believes the remedy is simple: look for opportunity everywhere because luck shows up only when you put yourself in its path, he says.
Chasing luck meant saying yes to everything — cold-calling lawyers for cases in his early law years, visiting union halls, or going to events other people dismissed as pointless. The more chances he took, the more “lottery balls” he had in play.
“When you’re looking for opportunity,” he says, “the more lottery balls you have, the more chance you have to win the bingo game.”
That mindset guided him through the biggest pivot of his career. When lawyer advertising became legal in 1977, many attorneys refused to try it. Morgan borrowed $100,000 and went all in anyway, even though “I was embarrassed about it,” he says. The calls came almost immediately.
3. Whatever you do, be a professional
This line came from Morgan’s father, whose continuous string of job losses didn’t help the family’s financial struggles when Morgan was a child.
“But the great gift that my dad gave us was every time he would get fired … he would say these words: ‘Whatever you do, be a professional, nobody can fire you,'” Morgan said. “And it was seared in my mind that I was going to do something where nobody could fire me. I wasn’t going to be in his position.”
His father’s message shaped how he handles risk and made him determined to work for himself. This mindset formed the backbone of his career, from selling Yellow Pages ads for AT&T to help pay for law school and founding Morgan & Morgan in 1988 in his early 30s, far earlier than his friends had expected.
“They were all working for somebody,” he said of his friends. “I’d already watched my dad work for somebody. I’m like, that ain’t happening.”
4. Delegating is freedom
In the early days of his firm, Morgan says he was deeply involved in the day-to-day decisions, making cold calls to law firms, signing up cases, and driving his Nissan Maxima from one lawyer to another.
Decades later, he says, “most importantly, the thing that I learned was to scale and delegate. And once you learn to scale and delegate, then you get what you can’t buy, which is time.”
He spends part of that time picking what he calls “send-delete people” — employees who handle something the moment he sends it and never need follow-up. Once he sees that in someone, he delegates “a little bit more and a little bit more.”
The result is freedom to focus his time and energy on strategy, expansion, and the next puzzle to solve.
5. Fear and avoid debt
While many financial experts say accruing good debt is key to building wealth, Morgan avoids debt as much as possible.
After starting several banks in the 1980s, he learned how compounding interest “is like a tsunami” and how fast debt can “swallow you.”
That said, he did borrow $100,000 to invest in mass-market advertising in the early days of his firm. However, he says he resisted borrowing when starting many of his other business ventures, including interactive museums, hotels, and shopping centers. For example, when he bought a struggling mall in Myrtle Beach, he says he paid cash.
“I am scared to death of debt,” he says. “I have at this time zero debt, zero personal guarantees on anything.”
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