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Midlife isn’t the end — it’s the evolution of Gen X. Hosted by Brent Drever and Rob Espenel, Midlife Circus is where real conversations meet reinvention. Like any good circus, midlife is part chaos, part wonder — a stage for learning new acts. From careers and relationships to purpose and adventure, Rob and Brent explore the unpredictable, messy, and meaningful middle of life with humor, honesty, and a touch of rebellion. Pull up a seat under the tent — and get ready to laugh, reflect, and rediscover what’s possible in Your Next Great Act.
| Episode | Date |
|---|---|
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Before You Retire: 5 Things We Wish We'd Done First
|
May 06, 2026 |
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The Midlife Sabbatical: Taking a Career Break in Your 50s with Sarah Hager
|
Apr 29, 2026 |
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Find Your Epic: Why Big Challenges Matter in Midlife
|
Apr 22, 2026 |
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No More Paycheck: How to Pay Yourself in Retirement
|
Apr 15, 2026 |
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Kids Leaving for College: Facing the Empty Nest
|
Apr 08, 2026 |
|
Longevity Fundamentals with Dr. Dennis Lipton
|
Apr 01, 2026 |
|
Micro-Adventures Matter
|
Mar 25, 2026 |
|
How to Give Back in Midlife
|
Mar 18, 2026 |
|
Getting Honest With Your Money — So You Have More Options
|
Mar 11, 2026 |
|
The 10-Year Letter to Yourself: Relationships, Health, and What Matters Most
|
Mar 04, 2026 |
|
Work That Fits Your Life Now: 5 Flexible Ways to Earn in Your Next Chapter
|
Feb 25, 2026 |
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Why Not Now? Your Next Great Act Is Waiting
|
Feb 18, 2026 |
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Built to Last: The "Big Three" for Midlife Healthspan
|
Feb 11, 2026 |
|
The Solo Retreat: Alone With Your Thoughts
|
Feb 04, 2026 |
|
Starting Law School at 50: Proof It’s Not Too Late, with our Guest Ron Mayer
|
Jan 28, 2026 |
|
Midlife Meets AI
|
Jan 21, 2026 |
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Someday Is a Lie: Adventures Expire
|
Jan 14, 2026 |
|
Setting Goals for the Year Ahead
|
Jan 07, 2026 |
|
New Habits, New Year, New You
|
Dec 31, 2025 |
|
Holiday Traditions
|
Dec 24, 2025 |
|
Repurposed NOT Retired
|
Dec 17, 2025 |
|
Hiring a Financial Advisor? Listen To This First
|
Dec 10, 2025 |
|
Your Life Needs a Quest—Even a Small One
|
Dec 03, 2025 |
|
Navigating Loneliness in Midlife
|
Nov 26, 2025 |
|
Being Bad at Something, On Purpose
|
Nov 19, 2025 |
|
The Two Numbers Between You and Retirement Freedom
|
Nov 12, 2025 |
|
Deal Friends vs. Real Friends—The Midlife Sort
|
Nov 05, 2025 |
|
Midlife: Choose your Own Adventure
|
Nov 05, 2025 |
|
Leaving the Grind: Now What?
|
Nov 05, 2025 |
|
Welcome to the Midlife Circus (Trailer)
|
Oct 20, 2025 |