When UK lawyer Henry Nelson Case started speaking out about burnout and toxic corporate culture, millions listened. In this episode, Shayla and Kate talk with Henry about the cost of “toughing it out,” why younger lawyers are saying no to broken systems, and how honesty online is changing the profession.

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.

We live in a world where bragging about how little sleep you get has become a badge of honour — but it’s wrecking our brains, bodies, and careers. In this episode, Shayla and Kate talk with clinical psychologist Alicia Visser about how to get better sleep, why rest is a biological need (not a luxury), and how stress, burnout, and 3am wakeups are stealing more than just your energy. If you’re tired of being tired, this conversation will show you how sleep can boost your productivity, resilience, and wellbeing.

Alicia Snijders spent eight years climbing the corporate law ladder, chasing titles and pay rises, until burnout and trauma forced her to stop. In this honest conversation, Alicia shares how leaving law and discovering breathwork helped her recover, rebuild her health, and find a new path. We talk burnout recovery, identity loss, small steps toward change, and why listening to your body matters long before crisis hits.

In this Outlawbrary episode, Shayla and Kate dive into Tiny Experiments: How to Live Freely in a Goal-Obsessed World by Anne-Laure Le Cunff. It’s part science, part storytelling, and part permission slip to ditch the pressure of big, shiny goals in favour of curiosity-led experiments. Anne-Laure’s journey from Google to neuroscience brings a practical and deeply human perspective on how to live and work with more freedom. She reminds us that uncertainty isn’t failure, but fertile ground for discovery.

In this episode of Outlaws, Shayla and Kate kick off a new series on side hustles with a story that’s anything but ordinary. Their guest, lawyer Katie Sierakowski, spends her weekdays in the courtroom and her weekends running a cattle business with her family. Katie shows how the best side hustle ideas often start with joy, not money. If you’re looking for side hustle ideas, craving more creativity, or wondering how others fit passion projects into a busy life, this episode is packed with inspiration and real talk.

Dreaming of a reset? Learn how to live overseas for a year, navigate career break travel, and make bold choices without being a billionaire.

n this episode of the Outlaws Podcast, we explore the transformative journey of career change with Nick Hudson, the visionary behind The Push-Up Challenge. What begins as a casual side gig can evolve into a powerful movement for mental health, impacting countless lives. Nick’s story of overcoming personal challenges, including depression and open-heart surgery, highlights the importance of pursuing passion and navigating bold career pivots. Join Shayla and Kate as they discuss the realities of turning a side hustle into a full-time career, and the innovation hurdles faced in traditional fields. Listen to Nick’s insights on risk-taking, failure, and the need for mental health advocacy, proving that true courage lies in following your passion without burning out. This episode is ideal for anyone contemplating a career change or seeking inspiration in their mental health journey. Don’t miss valuable advice on finding work-life balance as you follow your dreams!

Need to make a decision but not sure how? In this Outlawbrary episode, Shayla and Kate explore Greta Bradman’s What Matters to You and tackle the big question: how do we know how to make good decisions? They dig into the concept of values based decision making, unpack why “shoulds” and threat-based values can hijack our choices, and share practical ways to align decisions with what truly matters. From perfectionism and imposter syndrome to daily habits that keep your values front and centre, this is a conversation about making confident, intentional choices you won’t regret.

What if the skills that made you successful are the same ones making you miserable? In this episode focused on career change and career pivots, Shayla and Kate invite career counsellor Anna Black to discuss transferable skills and how to identify the ones that truly resonate with you. We’re not just talking about what you’re good at; we’re exploring what you actually want to do - and spoiler - they are probably two different things!

What if embracing the discomfort of uncertainty is the first step in your career change journey? In this episode, Shayla and Kate explore the messy space between what you don’t want and what comes next in your career pivot. Dive deep into the emotional impact of a career change, the craving for certainty, and how high-achievers often feel lost without a concrete plan. Whether you’re mid-career and dreaming of something new, stuck in an unsuitable job, or reeling after a recent career change, this episode is tailored for you. Discover the transformative lessons hidden within uncertainty and why leveraging it can arm you with powerful career advice. Join us on this journey as we redefine your relationship with the unknown. We label this experience the “goop phase” — that awkward spot where you’ve let go of the old but haven’t found what’s next. It’s challenging, it’s confusing, and most importantly, you don’t have to navigate it alone. In this episode, Shayla and Kate candidly discuss experiences that reveal the difficulty faced by ambitious individuals without a plan, and how embracing this space can lead to liberation. 💥 This episode is for you if: – You’re contemplating a career change and overwhelmed by uncertainty – You’ve ever sought out a job you didn’t want to escape discomfort – You’re fearful of making the wrong choice – You’re exploring how to feel through pivotal moments rather than just thinking them through. Join us and take the first step towards navigating your career change with confidence!

From Army to Outlaw: Leaving Security for Purpose After 20 Years in Uniform and Consulting What does it really take to walk away from the identity you’ve held since you were 17? In this episode of Outlaw Diaries, former Army officer and leadership consultant Dave French shares the story of leaving not just one, but two high-status careers — first in the military, then in corporate consulting — to rebuild a life around purpose, not pressure. From turning down a prestigious command role to supporting incarcerated veterans, Dave’s story is a raw, honest look at identity, guilt, values, and the quiet determination it takes to start again.

Burnout isn’t a badge of honour—it’s a warning sign. In this episode, Shayla and Kate sit down with global burnout expert Sally Clarke to explore why so many of us keep pushing until we break, and how to finally make work work for us. From Sally’s evidence-backed BRNT framework (Breathe, Rest, Nourish, Talk) to spotting early warning signs, they share practical tools to build a sustainable, fulfilling work life. Whether you’re close to burnout or want to future-proof your wellbeing, this conversation is packed with insights to help you thrive—without burning out.

How Outlaws stop people-pleasing, overthinking & burnout with Mel Robbins’ Let Them Theory. A simple rebel rule for building life on your own terms.

What if the thing you’ve always felt you’d forgotten to do was the key to your real life? Author Sulari Gentill shares how leaving law let her finally breathe — and why chasing joy is worth the fear, the guilt, and the glorious unknown.

What does success really mean — and what if you defined it by how you spend your time, not just what you achieve? In this episode, Shayla and Kate explore fulfillment, flow, and how to build a life that actually feels like yours.

What if your budget started with the life you want — not the one you’re stuck in? Shayla and Kate dive into the Backwards Budget: a powerful tool for reimagining your life and money. From burnout to spreadsheets to creative freedom, this episode is for anyone craving change — and a plan to make it happen.

What would you do if you only had 4,000 weeks to live? (Spoiler: you do.) In the very first Outlawbrary episode, Shayla and Kate dive into Oliver Burkeman’s 4,000 Weeks — a book that challenges our obsession with productivity and asks us to rethink how we spend our most precious resource: time. With their usual mix of wit and wisdom, they explore why doing less might be the key to living more, how letting go of unrealistic expectations can lead to freedom, and why questioning the rules we’ve absorbed about ”success” is the most outlaw thing of all.

Litigator turned legal tech evangelist, Fiona McLay joins Shayla to share how she stepped away from the traditional path to redefine success on her own terms. From career pivots to the power of coaching and community, this episode dives into the messy middle of change—and what it really takes to back yourself.

We’re unlearning the hidden rules that shaped our success—like being busy means you’re valuable, or that quitting is failure. In this episode, we unpack the beliefs we never agreed to and share how redefining success is changing everything.