Outlaws Podcast: Embracing Career Freedom

What if taking a year to live overseas wasn’t a fantasy, but a plan you could actually pull off? In the first episode of our new semi regular episodes of 'Outlaw Escapes', Shayla and Kate talk with lawyer and mum Melissa Hii, who moved her family to Bordeaux and ran her law practice from France. No secret money tree, just thoughtful planning, a willingness to compromise, and the courage to try som...

What happens when a casual side hustle turns into a global movement for mental health? In this episode, Shayla and Kate sit down with Nick Hudson, engineer-turned-entrepreneur and founder of The Push-Up Challenge. What began as friendly banter at the surf club became one of Australia’s biggest mental fitness events, raising over $50 million for mental health and connecting hundreds of thousands of...

Need to make a decision but not sure how to start?  If you’ve ever felt stuck, second-guessed yourself, or wondered whether you’re making the right call, this episode might just help. In this third Outlawbrary edition, Shayla and Kate dive into Greta Bradman’s inspiring and practical book What Matters to You — exploring the big question: how do we know how to make good decisions? Greta is a psycho...

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 - the...

What if sitting in the discomfort of "I don’t know" was the first real step in your career change? In this episode, Shayla and Kate delve into the liminal, messy, and often uncomfortable space that exists between knowing what you don’t want and having any clue what comes next in your career pivot. They discuss the emotional toll during a career change, the allure of certainty, and why high-achieve...

What happens when the job you thought you'd stay in forever — the identity you've carried since age 17 — stops feeling right? In this episode, Shayla and Kate sit down with David (Dave) French, former infantry officer turned leadership coach, who spent 21 years in the Australian Army, followed by a second act in corporate consulting, and now has started his own business to follow his purpose. Dave...

In this episode, Shayla and Kate sit down with global burnout expert Sally Clarke to discuss burnout prevention and how to achieve sustainable work-life balance. Chronic stress can hijack our energy and identity, but through actionable insights, we uncover how to reboot before we break. Drawing on her extensive research, bestselling books, and experience with Fortune 500 companies, Sally reveals t...

What if the most rebellious thing you could do wasn’t to break the rules — but to stop worrying what everyone else thinks? In this episode, Shayla and Kate crack open Mel Robbins’ bestselling book The Let Them Theory and explore why these two tiny words are such a potent tool for living like an Outlaw. Because Outlaws don’t build their lives by managing everyone else’s opinions — they build them f...

Ever feel like there’s something you’ve forgotten to do — but you can’t quite name it? For Sulari Gentill, leaving the law and picking up a pen finally let her breathe. In this episode of Outlaw Diaries, we talk to the incredible Sulari Gentill — a former corporate lawyer who swapped contracts for crime fiction, and found the thing she didn’t even know she was missing. From astrophysics to cow pre...

What if success wasn’t about ticking boxes, climbing ladders, or polishing your LinkedIn profile — but about something quieter, deeper, and more you? In this episode, a follow up to our very popular Backwards Budget episode, Shayla and Kate take the conversation beyond the Backwards Budget and dive into the real question underneath it all: What does success actually mean to you? Spoiler: it’s prob...

💡 What if your budget started with the life you want, not the one you’re stuck in? In this episode, Shayla and Kate unpack a deceptively simple but transformative tool: the Backwards Budget. Born out of Shayla’s own burnout and a desire to live more deliberately, this approach flips traditional financial planning on its head — starting not with income, but with the kind of life you actually want...

In this episode, Shayla and Kate crack open Oliver Burkeman’s powerful book 4,000 Weeks — and let’s be clear, it’s not about to-do lists. They explore the confronting reality that 4,000 weeks is roughly all we get in a lifetime, and how that number becomes a springboard for bigger questions: What truly matters? Why do we equate our worth with productivity? And how can we let go of the pressure to...

In this Outlaws episode, we kick off our first Outlaw Diaries as Shayla interviews Fiona McLay, a former litigation lawyer who made a bold career change into legal tech and authorship. Her journey shows how stepping away from the traditional legal path can lead to more balance, creativity, and a career that feels like your own. Fiona shares candid stories about the messy middle of reinvention, the...

In this episode of Outlaws — the career change podcast for high achievers ready to rewrite the rules — Shayla and Kate pull back the curtain on the hidden curriculum, the sneaky, unspoken rules that shape how we define success, worth, and ambition. From career ladders you never questioned to the belief that being busy means you're important, they unpack the beliefs that ruled their lives (until th...

You followed the rules. You ticked all the boxes. You built the “successful” career. So… why does it still feel like something’s missing, or that you're not really happy? In this first episode of Outlaws — the career change podcast for high achievers rethinking success — your hosts Shayla and Kate (two former lawyers turned question-askers and life-redesigners) get real about what brought them her...

Outlaws is the podcast for professionals who look successful on paper but feel stuck inside. Hosted by two (out)laws who walked away from traditional legal careers, we explore bold career pivots, honest stories, and practical tools for rewriting the rules of work and life. If you're craving more meaning, freedom, and truth in your career—this is your space. Subscribe and start your own outlaw jour...