What happens when you grow up in a legacy… and decide to build your own?

You get Jack Lark, a literal jack-of-all-trades, who is defining his own creative path outside of his family's whisky dynasty.

In this episode, he breaks down the messy middle of the multi-hyphenate life, his struggles with "freelancer guilt", and explains his philosophy for being a "happy artist" instead of a starving one.

P.S. He briefly contemplates giving up and becoming a psychologist after watching "Shrinking". We get it.

What happens when a high-flying career feels less rewarding than building things on your own?

You get Jarvin, founder of Cheetah, who gave up his cushy corporate role to become the "master of his own fate."

This episode breaks down professional autonomy, product thinking, a splash of stoicsm and the moment he realised he was leading like a villain in a startup movie.

P.S. Yes, we debate which emoji best sums up the chaos of being your own boss.

What happens when grief isn’t a chapter but the whole curriculum?

This episode traces the lessons of carrying too much love, navigating hyper-independence, and the grief of shedding old selves and relationships. Dramatic? Yes. Honest? Always. Rambly? Guilty as charged.

P.S. This one’s for the big-feelings people, the hyper-independents, the Pisces-empaths, and anyone learning that love and grief can coexist.

What happens when the place you’ve poured your whole career into suddenly dissolves?

You get Brandon Grusd, former GM of Proof & Company Singapore, who has lived and breathed hospitality his whole life. When Proof closed its doors, it wasn’t just the end of a company; it was the end of a defining chapter.

We talk about how he is starting over, the lessons hospitality taught him (and took from him), and what the “next frontier” might look like.

P.S. If a door closes, lean in, open a window, and keep moving.

What happens when you don’t have a master plan, but you follow your curiosity anyway?

You get someone who has lived multiple lives. From zoology, to safety management, to becoming a flight instructor, James Powell moved through the world by asking questions first and figuring out the path as he goes.

This conversation explores falling into aviation, and learning to stay present when nothing makes sense yet.

P.S. Consider this your permission slip to not know a single thing.

What happens when you chase success, find it, and realise it doesn’t feel like freedom?

You get Pia, a Sydney-based consultant turned wellness coach, who’s traded the corporate climb for something slower, softer, and more intentional.

In this episode, we unpack what it means to leave the traditional path for freedom, to rebuild identity after burnout, and to find success in the mess of change.

P.S. If you’ve ever looked “successful” on paper but secretly wanted to burn it all down for something more honest… this one’s your permission slip.

What happens when your brain and body never seem to be on the same page?

You get Oli, a Personal Trainer who helps neurodivergent folks find safety and strength through movement.

We talk about ADHD 101, pre-diagnosis masking, and how to train without falling into self-blame or burnout. It’s about self-compassion, curiosity, and giving your body the patience your brain rarely gets.

P.S. If you’ve ever cried mid-workout and called it “sweat,” this one’s for you.

What happens when you lose your sense of purpose?
This episode is about what no one tells you when the striving stops. When you’ve built a beautiful, full life… and still feel empty.

I talk about ego death, the grief of not being productive, and my attempt to rebuild purpose when there’s no “next step.” It's a little rambly, very congested (nose), and extremely honest.

P.S. This one’s for the overachievers, the floaters, the in-betweeners or anyone trying to find aliveness beyond doing.