In this special season finale, we look back on the conversations, quotes, and surprises that shaped our first season. From tiny experiments and side hustles to the Backwards Budget and Outlawbrary favourites like 4,000 Weeks and Tiny Experiments, we reflect on the moments that resonated most with our listeners and with us. Along the way we revisit guest stories that pushed us to rethink what career pivots and career freedom really look like, from leaving law to breathwork, sabbaticals, and sleep science. We share the quotes that stuck, the themes that kept coming up, and the laughter that kept us going - including Kate’s instant classic quote, “discomfort is uncomfortable,” which might just end up on a mug. It’s a chance to pause, celebrate, and take stock of how far we’ve come in 20 weeks of honest conversations about career change, career freedom, and work-life balance. And it’s also a preview of what’s coming in Season 2, from tackling imposter syndrome to decision-making to Outlaws going international.