The Jake Woodhouse Podcast

Should We Live Here? (JWP133)

August 23, 2026·21 min
Episode Description from the Publisher

Every time I travel somewhere beautiful, the same question shows up within 48 hours: should we live here? This episode isn't really about Bali. It's about what that recurring pattern actually reveals.In this episode, I get into:Why travel gives you perspective, not just a better holiday, and how it quietly rewires what you assume is "normal"The real story of a retired Australian couple I met who built their dream villa in Bali sixteen years ago, and what happened to the view they thought they'd always haveWhy optionality was never meant to be the destination, and what it's actually supposed to buy youThe line that reframed the whole episode for me: a choice you never make isn't wealth, it's just deferred decision-making with better financingWhere my family and I are actually heading next, and why the decision is deliberately undramaticThis one ties together the last two episodes on capital and cash flow, and lands on a question I'm still sitting with: at what point does keeping your options open stop being freedom, and start being the thing stopping you from building the life you actually want?

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