Figuring It Out w/ Gavin De West
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Figuring It Out w/ Gavin De West
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What happens when the person who’s always figured it out—suddenly doesn’t know what’s next?
In Episode 2 of Gen-X Crisis, Robert talks with his brother-in-law Gavin De West, a veteran of the film and TV industry whose 25-year career as an assistant property master was all about solving problems under pressure. Now in his 50s, Gavin finds himself in unfamiliar territory: between jobs, rethinking his future, and asking bigger questions about purpose, identity, and what comes next.
Together, they explore the mental tug-of-war that defines midlife—the urge to reinvent versus the pull of what's familiar. They talk about career pivots, the value of service, the myth of the “legit path,” what younger generations don’t understand about paying dues, and why it’s okay to not have it all figured out.
There’s also talk of love, partnership, the physical toll of standing on concrete for 20 years, and the eternal Gen X struggle between effort and apathy.
Visit www.genxcrisis.com to join Robert’s Substack and stay connected between episodes.
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