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.