There are career pivots, and then there’s Maya Grossman—who went from 24/7 travel agent to tech marketing executive to Silicon Valley CMO… and then walked away to become a full-time career coach.

In this episode, Maya shares how she built a 15-year marketing career that spanned Microsoft, Google, SodaStream, and more—by being intentional, proactive, and unafraid to ask for what she wanted (including creating her own job before it existed). But when the dream job stopped feeling like a dream, Maya did what most people don’t: she reinvented.

We talk about burnout, ambition, mindset, and why the real key to career success is asking one deceptively simple question:
👉 “What am I optimizing for?”