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Why Are We Still Doing That? - Episode 8

Blog / Podcast

Our blog and podcast dive into the real stories and everyday strategies behind building a No Vacation Required life. We challenge outdated norms, share fresh perspectives, and explore what it means to find fulfillment right now—in a world that rarely makes it easy.

Why Are We Still Doing That? - Episode 8

No Vacation Required

We’re back with another episode of Why Are We Still Doing That? This time, we’re asking a question that’s surprisingly hard to talk about: Why are we still ashamed of building the life we actually want?

In this episode, we get real about what it feels like to live – and publicly own – a life that’s been designed with intention. From our early marathon-training conversations that sparked the No Vacation Required philosophy to the curious reactions we still get when people learn we spend nearly all of our time together, we’re unpacking the cultural conditioning that makes fulfillment feel like something we have to defend.

You’ll hear:

  • Why it can feel awkward to admit you’re happy

  • How social conditioning keeps us apologizing for joy and fulfillment (if it doesn’t keep us from pursuing those things first)

  • What a poolside conversation revealed about how people measure worth

Plus, in this week’s Mindshare, we talk about our recent Disneyland trip—what it taught us about nostalgia, value, and why it’s time to rethink what we’re buying into.

This episode is all about removing the shame from fulfillment and celebrating the courage it takes to build and broadcast the life you truly want.

Onward & Inward,


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