Midlife Circus: Gen X Reinvention artwork

Self-Improvement · Brent Drever & Rob Espenel

Midlife Circus: Gen X Reinvention

by Brent Drever & Rob Espenel

Midlife isn't the end — it's the evolution. 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 career changes and empty nests to money, relationships, health, and second-act adventures, Rob and Brent explore the unpredictable, messy, and meaningful middle of life with humor, honesty, and a touch of rebellion. It's a show for Gen X and anyone reinventing what comes next. Pull up a seat under the tent — and get ready to laugh, reflect, and rediscover what's possible in Your Next Great Act.

Latest episodes

Showing 20 · updated from the feed

10 Things We Got Completely Wrong About Midlife

Message the Show When Rob and Brent were 25, they were sure they'd have it all sorted by 50: the body, the diet, the friends, the whole point of it. This episode is

Oct 7
49 min

We Set 5 Big Summer Goals, Only Some Survived

Message the Show Three months ago, with plenty of open time ahead of them, Rob and Brent gave themselves five challenges for the summer, one for each ring of the Midlife

Sep 2
59 min

Losing a Parent: Sudden Loss and the Long Goodbye

Message the Show Somewhere in midlife, losing a parent stops being a distant idea and starts happening to people around you. It's one of the few certainties waiting

Aug 19
59 min

Sudden Money: How a Windfall Changes You and Everyone Around You

Message the Show At some point in midlife a financial windfall may show up: a business sale, an inheritance, a severance package, a bonus bigger than expected. Rob and B

Aug 5
48 min

Navigating Health Scares in Midlife: The Visible and the Invisible

Message the Show Health scares in midlife come in two forms: the visible ones you feel, like a back that goes out and won't recover, and the invisible ones you can&

Jul 22
1 h 03 min

Connection, Health, and Renewal: A Midlife Adventure in Costa Rica

Message the Show This one is a field trip. Brent and Rob recorded it on location at Surf Synergy, a surf camp in Jacó, Costa Rica, where they brought their own families

Jul 8
41 min

The Stuff We Keep: Why Letting Go in Midlife Creates Room for What's Next

Message the Show Rob and Brent each did a room-by-room walkthrough of their own houses and came back with the evidence: a 90-year-old silk top hat, a custom motorcycle j

Jun 24
1 h 02 min

Acceptance as Strength: Recovery and Rebuilding with Musician Ezra Vancil

Message the Show Ezra Vancil got signed to a music label as a teenager and spent the years that followed living the life of a rock star. By 21 his label had dropped him

Jun 10
1 h 13 min

5 Challenges We Got Ourselves Into

Message the Show Rob and Brent walked into this episode with no idea what the other was about to commit to. They each named 5 personal challenges for the next 90 days, o

May 27
52 min

Launching a Creative Business in Midlife

Message the Show Almost everyone has a creative thing they've been thinking about for years but never started. Rob wants to shoot action videos. Brent wants to rest

May 20
54 min

A Guide to Earning Money as a Consultant in Midlife

Message the Show What does it actually take to start consulting in midlife? Rob and Brent go a layer deeper than their earlier conversation on earning income in your nex

May 13
1 h 12 min

Before You Retire: 5 Things We Wish We'd Done First

Message the Show What if retirement isn't really just a finance problem? Finance is the part most people plan for. It's the four others — relationships, health

May 6
58 min

The Midlife Sabbatical: Taking a Career Break in Your 50s with Sarah Hager

Message the Show At 52, Sarah Hager stepped away from a 30-year corporate career to take a midlife sabbatical she never planned for. Rob and Brent sit down with Sarah to

Apr 29
54 min

Find Your Epic: Why Big Challenges Matter in Midlife

Message the Show What does it take to push past your own limits in midlife — and why does it matter? Brent and Rob unpack their own versions of Epic, from Rob’s 250-mile

Apr 22
58 min

No More Paycheck: How to Pay Yourself in Retirement

Message the Show What happens when the paycheck stops and you need to start funding life from what you’ve built? Brent and Rob explore the emotional and financial side o

Apr 15
55 min

Kids Leaving for College: Facing the Empty Nest

Message the Show What happens when the college drop-off is over and the house gets quiet? Rob and Brent talk honestly about kids leaving for college, the emotions that c

Apr 8
52 min

Longevity Fundamentals with Dr. Dennis Lipton

Message the Show In this episode, Brent and Rob sit down with Dr. Dennis Lipton to break down the longevity fundamentals that matter in midlife. They cover the habits th

Apr 1
42 min

Micro-Adventures Matter

Message the Show Explore the power of micro-adventures, backyard adventures, and simple travel with Rob and Brent. In this episode, they share how spontaneous outings, n

Mar 25
50 min

How to Give Back in Midlife

Message the Show What does giving back look like in midlife? In this episode, Brent and Rob talk about how service often shifts from something we admire to something we

Mar 18
40 min

Getting Honest With Your Money — So You Have More Options

Message the Show In this episode, Brent and Rob explore one of the biggest hidden barriers to your next great act: truly understanding your personal expenses. From the “

Mar 11
57 min

Chart positions

Where Midlife Circus: Gen X Reinvention ranks today in each Apple Podcasts chart (US, Oct 18, 2026).

#191 ▼ 1 Self-Improvement US

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About Midlife Circus: Gen X Reinvention on Reason.fm

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