DiscoverOutlaws Podcast: Embracing Career Freedom
Outlaws Podcast: Embracing Career Freedom

Outlaws Podcast: Embracing Career Freedom

Author: Shayla Strapps & Kate Offer | Outlaws Podcast

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Career change, career pivot, career freedom, work life balance, if you’re craving any of these, Outlaws is the podcast for you. Hosted by Shayla Strapps and Kate Offer, two out[of]laws who walked away from traditional legal careers, this show is for professionals who look successful on paper but feel stuck inside.

Each episode explores bold career pivots, honest stories of uncertainty, and practical tools for rewriting the rules of work and life. Whether you’re questioning your job, dreaming of more freedom, better work life balance, or navigating a big transition, Outlaws offers real talk for people ready to redefine success on their own terms.

Subscribe now and start your own Outlaw journey.

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41 Episodes
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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! Together, they unpack the real reasons changing careers feels daunting, how to get unstuck in your career pivot, and why your next step doesn’t have to mean starting over.  From existential crises to actionable steps, they cover important insights: Why being good at something doesn’t mean you should keep doing it How to spot your burnout skills (and why people keep asking you to use them) The role of transferable skills in a career pivot and strategies to pinpoint the right ones What to do when your job looks great on paper but feels all wrong How to find the common thread between what you’ve done and what you genuinely want to pursue. If you’ve ever stared at your resume and thought, “I can do all this, I just don’t want to anymore,” this episode is designed for you. In this conversation: Anna’s journey from geophysics to career counselling What your past jobs can reveal about your future direction Why it can be difficult to see your own value — and how to change that The surprising way career clarity often starts (hint: it's not Seek) How to reconnect with what energises you This episode is perfect if you're stuck in a job that doesn't feel right but are unsure of your path forward, or if you’re craving a career change, a pivot, or even just a redefined work-life balance.  🔧 Resources & Links 💬 Connect with Anna: https://www.strategiccc.com.au/  📩 Want updates and tips? Subscribe to our newsletter for tools, stories, and outlaw encouragement. ❤️ If you loved this episode, share it with someone questioning their career path — they're not alone! Rate and review us on Apple Podcasts or Spotify to help more Outlaws find us. Find out more 🔗 Website: www.outlawspodcast.com 📬 Email us: Outlaws Podcast Community 💼 LinkedIn: Outlaws Podcast Hosted and produced by: Shayla Strapps and Kate Offer 🎧 Hosted on Podbean
What if the real lesson from this season is that you’re allowed to change your mind about your career? In this episode, Shayla and Kate wrap up Season 2 of the Outlaws podcast, reflecting on the biggest themes across the season, from career change and career pivots to leaving corporate and redesigning work in a way that actually fits your life. This season has been full of conversations with people who stepped off the expected path. Lawyers building careers that didn’t exist 10 years ago. Professionals walking away from corporate roles. People making bold shifts, and others making small, steady changes that led somewhere completely different. What becomes clear is this, career change doesn’t always look like a dramatic leap. Sometimes it’s a pivot. Sometimes it’s a slow burn. And sometimes it starts with simply questioning whether the path you’re on still makes sense. We talk about: – Why some of the most interesting careers today didn’t exist a decade ago – What it really looks like to leave corporate, and what comes after – The difference between overthinking and actually being “not ready” – Why intuition is pattern recognition, not something mystical – The concept of burnout beyond long hours, including misalignment and moral injury – How small decisions, made consistently, can lead to big career shifts Whether you’re thinking about a career change, curious about a career pivot, or quietly wondering if leaving corporate might be an option, this episode brings together the insights, stories and lessons from a season of people doing work differently. In this episode – The top episodes of Season 2 and why they resonated – Lessons from guests who left traditional paths to build something new – Why “procrasti-learning” keeps people stuck in careers that don’t fit – The idea that there’s no perfect decision, only the one you make work – Real examples of redesigning work without burning everything down – Why career change is more possible, and more varied, than it seems 🔧 Resources & Links 📩 Got ideas for Season 3? Email us: [email protected] 💬 Connect with us on social media and share your favourite episode from this season   If you loved this episode... Share it with a friend who’s wanting a change (or just needs permission to do the thing!). Rate and review Outlaws on Apple Podcasts or Spotify — it helps more Outlaws find us Find out more Website: www.outlawspodcast.com Subscribe to our newsletter for updates, tools, and more Outlawbrary picks Connect with us Instagram: @the.outlaws.podcast - https://www.instagram.com/the.outlaws.podcast Facebook Group: Outlaws Podcast Community - https://www.facebook.com/groups/the.outlaws.podcast LinkedIn: Outlaws Podcast - https://www.linkedin.com/company/106681587 Email: [email protected] Hosted and produced by Shayla Strapps and Kate Offer
In this Outlawbrary episode, Kate and Shayla discuss Mattering: The Secret to Building a Life of Deep Purpose and Connection by Jennifer Breheny Wallace and explore a deceptively simple idea: feeling valued and adding value is a fundamental human need. From burnout and loneliness to leadership and workplace culture, they unpack why achievement alone isn’t enough and what happens when connection and contribution are missing. They reflect on: Why “fine” might be the worst way to describe your job The link between burnout and a lack of mattering The tension between individual responsibility and broken systems Why self-care matters (and not just to make you more productive) The concept of “personal policies” and setting boundaries that stick How small, everyday acts of recognition make the biggest difference The risk of “mattering too much” — when everyone depends on you Competitive workplaces vs cultures of connection What great leadership looks like when people genuinely feel seen Kate and Shayla also share personal stories from legal practice and leadership  including what it feels like to truly matter at work, and what happens when you don’t. This episode is a reminder that mattering isn’t about grand gestures or big achievements but built in the small, relational moments of everyday life. If you loved this episode... Share it with a friend who’s wanting a change (or just needs permission to do the thing!). Rate and review Outlaws on Apple Podcasts or Spotify — it helps more Outlaws find us Find out more Website: www.outlawspodcast.com Subscribe to our newsletter for updates, tools, and more Outlawbrary picks Connect with us Instagram: @the.outlaws.podcast - https://www.instagram.com/the.outlaws.podcast Facebook Group: Outlaws Podcast Community - https://www.facebook.com/groups/the.outlaws.podcast LinkedIn: Outlaws Podcast - https://www.linkedin.com/company/106681587 Email: [email protected] Hosted and produced by Shayla Strapps and Kate Offer
In this episode of Outlaws, Kate and Shayla sit down with Hollywood talent manager Rob Marsala—a former Perth lawyer who walked away from a traditional legal career to build a life in the entertainment industry. Rob shares his unconventional journey from law school (which he admits he never really wanted to attend) to the mailroom at a major talent agency in Los Angeles—earning just $300 a week despite holding a law degree and an MBA. What follows is a story of persistence, humility, and backing yourself—even when it means starting from the very bottom. In today’s episode we cover: Why Rob chose law (hint: it wasn’t passion) The moment he realised legal practice wasn’t for him Getting retrenched—and why it was the best thing that ever happened Moving to New York and completing an MBA in media management Starting over in Hollywood’s mailroom at 26 The reality of “paying your dues” in a competitive industry How legal skills became a surprising advantage in entertainment If you loved this episode... Share it with a friend who’s wanting a change (or just needs permission to do the thing!). Rate and review Outlaws on Apple Podcasts or Spotify — it helps more Outlaws find us Find out more Website: www.outlawspodcast.com Subscribe to our newsletter for updates, tools, and more Outlawbrary picks Connect with us Instagram: @the.outlaws.podcast - https://www.instagram.com/the.outlaws.podcast Facebook Group: Outlaws Podcast Community - https://www.facebook.com/groups/the.outlaws.podcast LinkedIn: Outlaws Podcast - https://www.linkedin.com/company/106681587 Email: [email protected] Hosted and produced by Shayla Strapps and Kate Offer
What happens when the career you spent decades building no longer feels like success? In this episode, Kate and Shayla speak with a guest who spent years at the highest levels of global banking, finance and corporate risk. From investment banking in London to senior roles across Australia’s major financial institutions, her career was built on structure, certainty, status and performance. From the outside, it looked like the definition of success. Inside, something was slowly dimming. What followed was not one dramatic leap, but a long and honest career change from corporate life. Burnout, severe migraines, and a growing sense of disconnection forced a reckoning with the life she had built. A sabbatical opened the first real space to question whether success had been defined by the wrong metrics all along. What began as curiosity, volunteering at Lifeline, exploring psychology, and learning to trust instinct over certainty eventually led her somewhere completely unexpected: becoming a therapist specialising in somatic psychotherapy. This is a conversation about burnout in corporate careers, identity, uncertainty, and the uncomfortable but powerful space between the life you had and the life you are still figuring out. In this episode – Building a high-powered career in global banking, finance and risk – Why corporate environments reward certainty, status and performance – The quiet “dimmer switch” of burnout in high-achieving careers – How volunteering at Lifeline became the turning point in a corporate career change – Following curiosity and learning to trust instinct rather than certainty – Redefining success around meaning, flexibility and being excited for the day ahead This episode will resonate with anyone in banking, finance, law, consulting or other high-pressure professional environments who has ever wondered why a successful career can still feel misaligned. It is an honest look at what happens when the identity built around work begins to shift, and the slow process of reinventing success on your own terms.   Find Jo at https://www.linkedin.com/in/jo-bowles/  If you loved this episode... Share it with a friend who’s wanting a change (or just needs permission to do the thing!). Rate and review Outlaws on Apple Podcasts or Spotify — it helps more Outlaws find us Find out more Website: www.outlawspodcast.com Subscribe to our newsletter for updates, tools, and more Outlawbrary picks Connect with us Instagram: @the.outlaws.podcast - https://www.instagram.com/the.outlaws.podcast Facebook Group: Outlaws Podcast Community - https://www.facebook.com/groups/the.outlaws.podcast LinkedIn: Outlaws Podcast - https://www.linkedin.com/company/106681587 Email: [email protected] Hosted and produced by Shayla Strapps and Kate Offer
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