*BIG* Career Changes & A Personal AMA | Jesse Cramer - E150
- Sep 8, 2026
- 1:04:13
- Full Episode
Most Ask Me Anything episodes focus on your financial questions. But to celebrate 150 episodes, we're doing something different.
Looking for a financial planner? → PlanWithJesse.com
Justin Peters takes the microphone around and asks Jesse the questions listeners have been sending in for months—the ones that don't quite fit into a traditional personal finance show. From career changes and family life to engineering, hiking, favorite books, pizza toppings, and what's next for the podcast, you'll get to know the person behind Personal Finance for Long-Term Investors. Along the way, Jesse also shares lessons from leaving aerospace engineering to become a financial planner, why he chose advising over becoming a full-time content creator, how he thinks about risk in his own life, and why long-term thinking extends far beyond investing.
Key Takeaways: • The biggest piece of financial advice he would give differently today. • Growing up in rural New York and why Rochester still feels like home. • How the University of Rochester shaped Jesse's confidence and career. • Why Jesse chose financial planning over becoming a full-time content creator. • Favorite travel destinations, books, movies, and hiking adventures. • A preview of a potential new podcast format featuring real listener financial case studies.
Key Timestamps: (01:34) – Jesse's New Chapter (04:43) – Leading with Financial Planning (07:58) – Who Are Jesse's Ideal Clients? (10:29) – Celebrating 150 Episodes (12:23) – Who's on Your Team? (13:50) – What Are Jesse's Frivolous Purchases? (15:06) – When Will Jesse Be Financially Independent? (18:06) – What's the Worst Financial Advice Jesse's Given? (20:29) – Would Jesse Ever Leave Rochester? (22:35) – What's Jesse's Family Situation? (27:24) – University, Squash, and Effort (32:32) – Space Telescopes, Engineering, and Results (37:28) – Starting The Best Interest Blog and Becoming a Financial Planner (43:03) – Why Not Just Be a Content Creator? (45:33) – Making a Career Change (50:43) – Travel (53:14) – Books and Movies (56:55) – 46 Peaks (59:00) – Jesse's Pizza Philosophy (01:00:36) – What's Next for the Podcast?
Key Topics Discussed:The Best Interest, Jesse Cramer, Wealth Management Rochester NY, Financial Planning for Families, Fiduciary Financial Advisor, Comprehensive Financial Planning, Retirement Planning Advice, Tax-Efficient Investing, Risk Management for Investors, Generational Wealth Transfer Planning, Financial Strategies for High Earners, Personal Finance for Entrepreneurs, Behavioral Finance Insights, Asset Allocation Strategies, Advanced Estate Planning Techniques
Mentions: Website: https://rialtowealth.com/ LinkedIn: https://www.linkedin.com/in/jesse-cramer-11b58155/ Mentions: Deep Work: Rules for Focused Success in a Distracted World by Cal Newport A Random Walk Down Wall Street: The Best Investment Guide That Money Can Buy by Burton G. Malkiel https://libbyapp.com/ https://www.harpercollins.com/blogs/authors/chris-crutcher https://bestinterest.blog/e123/ https://finconexpo.com/
More of The Best Interest:Check out the Best Interest Blog at https://bestinterest.blog/ Contact me at [email protected] (mailto:[email protected]) Need a financial planner? → PlanWithJesse.com (http://planwithjesse.com)
The Best Interest Podcast is a personal podcast meant for education and entertainment. It should not be taken as financial advice, and is not prescriptive of your financial situation.
Brief Summary
Jesse Kramer discusses his career change to financial planning, new firm Rialto Wealth, and answers listener questions in a fun AMA format.
Key points
- A New Chapter Begins. Jesse announces his transition to a new financial planning firm, Rialto Wealth.
- Gratitude for Listeners. Jesse thanks his audience for their support, emphasizing their role in his career change.
- The Importance of Independence. Jesse explains his need to work for an independent fiduciary firm for better client service.
- Ideal Client Profile. Jesse outlines the characteristics of his ideal clients for his new practice.
- AMA Episode Special. Jesse introduces a special AMA format for episode 150, answering personal questions.
- Financial Independence Discussion. Exploring the concept of financial independence and early retirement.
Episode highlights
- Gratitude for ListenersJesse thanks his audience for their support, emphasizing their role in his career change.“Without you listening, this next career move simply wouldn't be possible.”1:05Sep 8, 2026
- The Importance of IndependenceJesse explains his need to work for an independent fiduciary firm for better client service.“I want and need to work for a fully independent fiduciary firm.”2:46Sep 8, 2026
- Ideal Client ProfileJesse outlines the characteristics of his ideal clients for his new practice.“Our ideal clients want an ongoing year-over-year annual relationship.”7:11Sep 8, 2026
- AMA Episode SpecialJesse introduces a special AMA format for episode 150, answering personal questions.“This episode is going to be the fun exception.”11:55Sep 8, 2026
- Financial Independence DiscussionExploring the concept of financial independence and early retirement.“I highly doubt I'm going to stop working any time before then.”16:58Sep 8, 2026
- Family DynamicsJesse shares insights about his family life and the joys of parenting.“We had our first child two summers ago.”23:18Sep 8, 2026
- Career Change InsightsJesse reflects on his major career change and its impact on his life.“Four, five, six people asked about your career change.”27:52Sep 8, 2026
- Engineering Projects ExplainedA deep dive into the complexities of designing thermal management systems for telescopes.“You can probably put two and two together and realize it's bad for the picture quality.”34:14Sep 8, 2026





