Rob Lowe Names Names: The Power of ‘Screw It’

A Bit of Optimism

Hey Optimists!

We’re taking a little hiatus, but exciting things are coming your way! We’ll be back on October 21 with some amazing new episodes that we can’t wait to share. In the meantime, take care of yourself, enjoy the little moments, and remember—good things are just around the corner.

See you soon!

- Team Simon

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We don’t usually look to Hollywood for lessons in career longevity. But it might be the perfect place to study it. Few industries move faster or cast people aside more quickly, and yet Rob Lowe has spent more than four decades defying those odds. His story isn’t just about surviving fame—it’s about overcoming adversity, finding joy in the work, and proving that authenticity is the only path to a career that lasts.

Across his career, Rob has navigated the highs of teen idol stardom, the lows of very public failures, and the challenge of reinventing himself again and again—all while staying relevant and true to himself. His secret? A willingness to take risks, embrace failure, and laugh at himself along the way.

Rob and I dive into Rob’s philosophy of resilience, authenticity, and joy. He shares how humiliations turned into lessons, why not taking yourself too seriously is a strength, and how authenticity has become the ultimate currency in today’s culture.

You can also see Rob hosting the fourth season of The Floor, airing September 24th on FOX.]

This is A Bit of Optimism.