Jun 24, 2026
You’ve got the retirement numbers all figured out. You’re set. But - how will you fill your time on random Tuesday in Year 4 of retirement? Do you have that kind of “soft stuff” figured out? If not, this episode is for you.
Looking for a financial planner? → PlanWithJesse.com
In this episode, Jesse...
Jun 10, 2026
"Opportunity cost" analysis could make you think that every dollar you spend is ruining your future retirement finances. We address this way of thinking in today's "Ask Me Anything" episode.
Looking for a financial planner? → PlanWithJesse.com
Jesse explores three listener questions spanning core retirement planning...
Jun 3, 2026
We all want retirement success. But how do we achieve it? What if the best method is to identify possible *failures* first, and then simply work backward to avoid those failures?
Looking for a financial planner? → PlanWithJesse.com
In this follow-up episode, Jesse completes his inversion-based framework for...