Winning Twice With Austin Cheviron

What if taking time off could actually help you make more money, perform at a higher level, and enjoy your life more? In this episode of the Winning Twice Podcast, Austin Cheviron breaks down the concept of the Rest Week—a dedicated week each month designed to recover, reset, handle the things that get neglected, and come back to work with more energy and focus. Austin explains why knowing a break is coming allows your brain to run harder during the weeks that matter, why entrepreneurs often confuse exhaustion with productivity, and how protecting time away from work can actually increase your capacity to produce. He also talks about the role of ego, the fear of missing opportunities, and the importance of surrendering the idea that everything has to be perfect before you can take a break. From family time and travel to finances, health, and the simple things that never seem to get done, Rest Week is about creating space for the important things—not just the urgent ones. If you're a high performer who feels like you're constantly running but isn't enjoying the journey anymore, this episode offers a different way to think about winning twice: building a successful business without sacrificing the life you're building it for.

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.