
Jack Ojo
Retired financial advisor, CPA/CFP, founder of Oujo Wealth Strategies, and author of "Too Smart to be an Umpire"; former Triple-A professional baseball umpire.
3
APPEARANCES
3
PODCASTS
012
DEC 30
JAN 6
JAN 13
JAN 20
JAN 27
FEB 3
FEB 10
FEB 17
FEB 24
MAR 3
MAR 10
MAR 17
MAR 24
MAR 31
APR 7
APR 14
APR 21
APR 28
MAY 5
MAY 12
MAY 19
MAY 26
JUN 2
JUN 9
JUN 16
JUN 23
JUN 30
JUL 7
JUL 14
JUL 21
JUL 28
AUG 4
AUG 11
AUG 18
AUG 25
SEP 1
SEP 8
SEP 15
SEP 22
SEP 29
OCT 6
OCT 13
OCT 20
OCT 27
NOV 3
NOV 10
NOV 17
NOV 24
DEC 1
DEC 8
DEC 15
DEC 22
DEC 29
JAN 5
JAN 12
JAN 19
JAN 26
FEB 2
FEB 9
FEB 16
FEB 23
MAR 2
MAR 9
MAR 16
MAR 23
MAR 30
APR 6
APR 13
APR 20
APR 27
MAY 4
MAY 11
MAY 18
MAY 25
JUN 1
JUN 8
JUN 15
JUN 22
JUN 29
JUL 6
JUL 13
JUL 20
JUL 27
AUG 3
AUG 10
AUG 17
AUG 24
AUG 31
SEP 7
SEP 14
SEP 21
SEP 28
OCT 5
OCT 12
OCT 19
OCT 26
NOV 2
NOV 9
Jul 28, 2026
How Jack Oujo Built an $800M Business by Planning for Failure | E5
17:36

Jack OjoGUEST
the biggest decision, [laughs] the biggest decision I had to make was when to get out, okay? Is, is I'm, I'm, I'm 67 years of age right now, and when I was 57 years of age, I realized that I had a star-based system, Ojo Wealth Strategies.
8 MINS LATER
From Baseball to Business: Jack Oujo on Trust, Transition, and Building Success
5:17
5:24
5:35
5:41

Jack OjoGUEST
Problem I had was as I was going through my education and I was going through accounting, I realized I hated accounting.

Jack OjoGUEST
You know, I was wondering, you know, if my career was going to be revolving around tying in bank records, insolations, financial statements, telling people they owed money to the IRS.

Jack OjoGUEST
I found it very boring, especially coming out of professional baseball, which is a very exciting life.

Jack OjoGUEST
And I read about a guy named Herb Vest, a CPA in Dallas that started a firm for CPAs to do investments.
8:01
yes thank you so much no it's it's life life is happening and you are in high demand this is the sign i love that yes so thank you for being here with me i have another question of course in a world chasing speed and shortcuts you emphasize trust and long-term thinking what does it actually take to build trust when you have nothing to show
Jack Oujo on Pressure, Decisions, & Trust Lessons From the Baseball Field and Business
11:25
11:33
11:41
12:11
12:15
30:02

Jack OjoGUEST
The first step was actually recognizing that that identity that you had, you are depressed and you can accept that.

Jack OjoGUEST
But you have to be self-aware of the fact that you're depressed and try to challenge that into something beneficial.

Jack OjoGUEST
So so what I tried to do is I realized I think a lot of people in sports feel an entitlement that once they get out of sports they're going to go into the next uh part of their life very quickly and i decided to go slowly i was going to take my time and and not try to start at the top so what i did is i i was fortunate i was hired by ernston young ey is the brand now They did the audit for Major League Baseball.

Jack OjoGUEST
And I realized I'm working with a lot of people that are younger than me and overachievers.

Jack OjoGUEST
So I was humbled right there because I was always ahead of everybody else in baseball.
18 MINS LATER

Mike KonradHOST
How do those show up when markets are volatile and your clients are anxious? I think half of your job today, particularly today, is being a therapist and talking people off the ledge, right? How did you bring discipline and emotional control into this business? And is that common in your business today?
