Why Not Now? Your Next Great Act Is Waiting episode artwork

EPISODE · Feb 18, 2026 · 43 MIN

Why Not Now? Your Next Great Act Is Waiting

from Midlife Circus · host Brent Drever & Rob Espenel

Message the ShowIn this episode, Rob and Brent dig into why the traditional idea of retirement no longer fits—and why waiting for “someday” often keeps us stuck. They talk candidly about their own experiences, the fear and excitement of change, and what it really takes to trust yourself enough to make a bold move. From financial clarity and sabbaticals to real-life stories of people who’ve already taken the leap, the conversation challenges listeners to rethink timing, momentum, and what’s possible next. The question at the center of it all: if you’re feeling the pull… why not now? Links, resources, books mentioned:Visit Episode WebsiteJoin the Midlife Circus Community on SubstackFollow us: Instagram, LinkedIn, Facebook, YouTubeTopics we are covering in this episode:Retirement doesn’t have to mean slowing down—it can be an active and intentional next chapter.The traditional idea of retiring at a set age no longer reflects how people want to live today.Waiting for the “right time” often becomes the biggest obstacle to change.Trusting yourself is essential when navigating major life transitions.Financial clarity creates flexibility and opens more options.Simplifying life through downsizing can free up time, energy, and experiences.Sabbaticals can offer valuable space to explore what’s next without full commitment.

Message the Show In this episode, Rob and Brent dig into why the traditional idea of retirement no longer fits—and why waiting for “someday” often keeps us stuck. They talk candidly about their own experiences, the fear and excitement of change, and what it really takes to trust yourself enough to make a bold move. From financial clarity and sabbaticals to real-life stories of people who’ve already taken the leap, the conversation challenges listeners to rethink timing, momentum, and what’s p...

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Why Not Now? Your Next Great Act Is Waiting

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Not My Circus Henrik Flyman (Wavlake) Composed, written, performed and produced by Henrik Flyman. Michelle Sukow Michelle Sukow Michelle is a Restart Coach & Midlife Champion inspiring others to succeed both personally and professionally by encouraging confidence and strength to those who feel like they are stuck and want to take back control of their life. She also shares her story and what this upcoming Podcast will offer 50ish & Fab: The Hot Flash Report KC Sonshine - Your Southern Sweet Tea with a Splash of BROOKLYN! Welcome to 50ish & Fab: The Hot Flash Report — the unapologetic, hilarious, and heart-to-heart podcast for women embracing the fabulousness of life after 50 (and ambitious 40-somethings dreaming of the good life!). Hosted by the witty and warm KC Sonshine, a Brooklyn girl with a little southern charm, this show dives into the messy, magical, and marvelous world of midlife women, menopause, dating, relationships, grandparenting, faith, and living your best life after 50. Because growing old gracefully is cute, but THRIVING after 50 is FABULOUS! pick up books lishusheng adventure:In the Bishop's Carriage By: Miriam Michelson (1870-1942)The Milky Way By: F. Tennyson Jesse (1888-1958)The Heritage Of The Desert By: Zane Grey (1872-1939)Toby Tyler or Ten Weeks with a Circus By: James Otis (1848-1912)The Merry Anne By: Samuel Merwin (1874-1936)Uncle Bernac: A Memory of the Empire By: Sir Arthur Conan Doyle (1859-1930)Lysbeth, a Tale of the Dutch By: H. Rider Haggard (1856-1925)The Lord of Death and the Queen of Life By: Homer Eon Flint (1888-1924)The Confessions of Arsene Lupin By: Maurice Leblanc (1864-1941)The Brethren By: H. Rider Haggard (1856-1925)The Missing Bride By: E.D.E.N. Southworth (1819-1899)The Ebb-Tide By: Robert Louis Stevenson and Lloyd Osbourne (1850-1894)The Well at the World's End, Book 1: The Road unto Love By: William Morris (1834-1896)Galaxy Primes By: E. E. Smith (1890-1965)Camp-Fire Girls in the Country or The Secret Aunt Hannah Forgot By: Ste

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How long is this episode of Midlife Circus?

This episode is 43 minutes long.

When was this Midlife Circus episode published?

This episode was published on February 18, 2026.

What is this episode about?

Message the ShowIn this episode, Rob and Brent dig into why the traditional idea of retirement no longer fits—and why waiting for “someday” often keeps us stuck. They talk candidly about their own experiences, the fear and excitement of change, and...

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