The Strong Stoic Podcast Choose Your Regrets: How to Live Intentionally | Joshua Bertolotti | Episode 427
Aug 18, 2026
Joshua W. Bertolotti, writer and thinker on intentional living and vulnerability. He dissects busyness versus a life chosen, the value of deliberate rest, and how slowing down can be a responsible act. They touch on clarifying values for leadership, emotional honesty, music as emotional processing, and facing mortality with courage.
AI Snips
Chapters
Transcript
Episode notes
Busy Is Not The Same As Alive
- Being busy isn't the same as living; intentionality makes busyness meaningful.
- Joshua W. Bertolotti illustrates choosing which regrets to accept by imagining deathbed priorities like ultra-marathons versus family presence.
Choose Your Regrets Intentionally
- Slow down long enough to choose your regrets and the life you want to prioritize.
- Bertolotti advises imagining your deathbed to decide if training for ultras or attending kids' birthdays matters more.
Do A Weekly Fifteen Minute Strategy Check
- Regularly set small, protected blocks of time for strategic reflection.
- Brandon Tumblin recommends 15 minutes once a week with electronics off to ask if you're pursuing the right things.