The Long View Larry Jacobson: ‘The Good Things in Our Life Are What Get in the Way of Great Things’
39 snips
Sep 16, 2025 Larry Jacobson, an author and retirement coach, specializes in helping individuals find purpose in their post-work lives. He shares insights from his own journey sailing around the world, emphasizing that true happiness in retirement stems from experiences rather than wealth. Jacobson discusses the importance of planning for fulfillment, encourages stepping out of comfort zones, and reframes retirement as an opportunity for renewal. He also explores how meaningful pursuits can be more gratifying than leisure, inspiring listeners to redefine their retirement goals.
AI Snips
Chapters
Books
Transcript
Episode notes
Dream Turned Life Pivot
- Larry taught himself to sail at 13 and carried that dream for 33 years until he sold his company and left to sail around the world.
- Completing the voyage boosted his confidence but self-actualization came later when he helped others.
From Sailor To Retirement Coach
- After returning from six years sailing, Larry felt lost and wrote a memoir which led to speaking and coaching opportunities.
- A CEO friend's question about 'how to get out' sparked Larry's retirement coaching pivot.
Money Dominates Retirement Conversations
- Retirement planning in the U.S. overemphasizes money because advertising and culture focus on financial readiness.
- People rarely plan daily purpose or identity, leaving the retirement script blank.
