S1 EP28 REST WEEK: What If You Have Too Much Time?
Can you really get four weeks of work done in three—and actually create more room for your life? In this Rest Week episode of Winning Twice, Austin Cheviron brings producer Randy Highsmith into the conversation to unpack how Rest Week actually works. Rather than simply taking a week off, Austin explains how he deliberately moves the “big rocks” into three focused run weeks, protects space for the smaller things that otherwise get neglected, and uses Rest Week both to recover from the previous run and prepare for the next one. Austin and Randy talk about why having less available time can actually create more focus, what working like it's the day before vacation can teach you about productivity, and why protecting the time on your calendar matters more than creating the perfect Rest Week. They also explore how the same principles can work for someone with a traditional nine-to-five, why Austin protects Fridays and weekends in addition to Rest Week, and how he's built a schedule where his hardest work happens four days a week, three weeks a month. The goal isn't to copy Austin's calendar. It's to ask a different question: What would happen if you stopped filling every available space with work and intentionally created something to work toward, recover into, and look forward to? Rest Week isn't about doing nothing. It's about focusing when it's time to run, pulling back when it's time to recover, and building a rhythm that lets you do both better.
Winning Twice is a podcast about building a life where success shows up in both business and at home. Hosted by Austin Cheviron, the show features real, unfiltered conversations with high performers about money, time, leadership, and legacy—designed to help you win professionally without losing what matters most personally.
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