Real stories.
Relatable money struggles.
Financial insights for all.
EPISODE 76
JULY 17, 2026
Jesse Cramer had two engineering degrees and a stable, well-paying career designing hardware for an aerospace company. Then one day, about six months into his first job out of college, he looked at his 401(k) statement and saw $11,000 sitting there. That single moment sparked an interest in investing and compound interest that eventually pulled him out of engineering altogether and into a career managing other people's money.
Jesse talks with Chris Hill about:
Why he kept a full-time engineering career for years after that moment
Starting a finance blog after colleagues kept asking him 401(k) questions at work
What surprised him most about managing real money for clients versus just writing about it
The hot tub purchase he still regrets and what it taught him
Jesse Cramer: The $11,000 Moment That Changed His Career