
Jack Oujo
CPA and founder of Oujo Wealth Strategies (~$900M AUM tax-focused wealth management firm), former Triple-A umpire and author of "Too Smart To Be an Umpire"
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Oct 7, 2026
FULL EPISODE - Who Does AI Recommend—and Can You Trust It? | AI Visibility Roundtable
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Jack OujoGUEST
... and universities or conventions, if you will, to keep myself occupied my retirement besides golf and pickleball.

Jack OujoGUEST
And one thing I did was I downloaded the PDF of the book into ChatGPT, and I said, "Give me 20 lessons from the stories from the book and the life lesson," and it came back with answers within 30 seconds and saved me the time of painstakingly going through everything.
18 MINS LATER

Jack OujoGUEST
I was a f- I'm a first time author, and I didn't realize how the marketing gets thrown at you.
Jack Oujo: From Minor League Umpire to $900M Wealth Firm
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22:52Kevin L. WarrenHOST
So why did trust and customer service become the foundation of your business philosophy espec- specifically?

Jack OujoGUEST
Um, as an umpire, what, what is every umpire looking for? And that's, and that's respect, and that only comes by, by getting mutual respect.

Jack OujoGUEST
As an umpire, it comes from getting plays right and having very good interactions with the players and managers, something that you, you don't see but goes on behind the scenes.

Jack OujoGUEST
So in my business, what I tried to do, and it's something 99% of accountants or financial advisors wouldn't do, is I, I came up with a process.

Jack OujoGUEST
Again, another thing that winners in sports do is they develop the winning processes.
10 MINS LATER
Jack Oujo — From Minor League Baseball to Financial Peace of Mind
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Jason Todd WadeHOST
With wealth management, what do people want? Is it to hand it off to the next generation? Is it true freedom? I wonder what they want, or does it vary?

Jack OujoGUEST
Am I going to be okay? Am I going to be okay? And the typical person coming to somebody in wealth management would be a do-it-yourselfer that did it themselves up until their mid-50s.
14 MINS LATER
Episode 339: The Winning Playbook for Business Reinvention
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Gary HeldtHOST
What were some of the key items that you that you took in picking new people that you were going to do business with and develop things with?

Jack OujoGUEST
Well, one of the and again, I can keep going on with things I learned in baseball.

Jack OujoGUEST
When you're an umpire, the one thing umpires want is respect and you only get respect by giving respect.

Jack OujoGUEST
So so a lesson I learned in business was to try and get mutual respect between myself, my clients and people that work in our office.

Jack OujoGUEST
Part of our process in the wealth management business involve meeting with, when we meet with a client for the first time, shutting up, listening to what they have to say, hearing their story.
10 MINS LATER

Gary HeldtHOST
What are some of the leadership skills that have transcended both of your careers?
Quick Hits: Managing through an Unexpected Career Pivot with Jack Oujo, Too Smart to Be an Umpire
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Jack OujoGUEST
I was just throwing educa- I, I'm like, "I'm gonna become the smartest person in the room." And it helped me, by the way, deal with my depression from baseball.
6 MINS LATER

Anne CandidoHOST
You know, what was that that you really, you know, drew upon in order to be able to, to really persevere through what you were going through?
Major League Dreams Failed, Financial Advisor Won Big
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Jack OujoGUEST
So, um, when I graduated from high school, I was a good, very good high school baseball player, but my parents had no money to send me to college, so I took up officiating, and I officiated basketball and baseball, encouraged by my next-door neighbor growing up, a guy named Ed Sanicki, who played for the Philadelphia Phillies.

Jack OujoGUEST
You'd be, you'd be good at it." And through my four years of college, I graduated from Seton Hall University, I found myself working some of the best amateur baseball games, high school state championships.
27 MINS LATER
Managing through an Unexpected Career Pivot with Jack Oujo, Too Smart to Be an Umpire
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Jack OujoGUEST
Sure, I was in AAA, and I was on a really good path for the major leagues, by the way.

Jack OujoGUEST
I remember thinking that I don't have to fall back on a plan B. I thought I had a really good shot at the major leagues, even though it's a lottery ticket when you first start.

Jack OujoGUEST
But at the end of my eighth season, I received a letter in the mail with a check mark saying, you have been released.
37 MINS LATER

