It’s Never Too Late: Success Has No Timeline | EP77 (Kate Flannery)

It’s never too late to chase the dream that won’t leave you alone.This week Shawn sits down with the hilariously talented Kate Flannery, beloved as Meredith from The Office, to break down the Shawnism: "It’s Never Too Late."Kate and Shawn discuss why the right dream is the one you’ll fight for, the importance of finding small things to love even in the jobs that aren’t “the one,” and the quiet superpower of being pleasantly persistent. They also tackle how to protect your journey, avoid comparison traps, and balance ambition with real life. Plus, Kate reveals one surprising life lesson Meredith taught her.And as Meredith would say, maybe not in words, but definitely in spirit: You’re allowed to fall down. Just make sure you fall forward toward the thing you want.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What this episode covers

It’s never too late to chase the dream that won’t leave you alone.This week Shawn sits down with the hilariously talented Kate Flannery, beloved as Meredith from The Office, to break down the Shawnism: "It’s Never Too Late."Kate and Shawn discuss why the right dream is the one you’ll fight for, the importance of finding small things to love even in the jobs that aren’t “the one,” and the quiet superpower of being pleasantly persistent. They also tackle how to protect your journey, avoid comparison traps, and balance ambition with real life. Plus, Kate reveals one surprising life lesson Meredith taught her.And as Meredith would say, maybe not in words, but definitely in spirit: You’re allowed to fall down. Just make sure you fall forward toward the thing you want. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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This episode was published on December 4, 2025.

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