DiscoverWorking Your Way83. The Ambitious Person’s Guide to Working Less
83. The Ambitious Person’s Guide to Working Less

83. The Ambitious Person’s Guide to Working Less

Update: 2025-08-07
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Somewhere along the way, many of us realized that chasing every goal, promotion, or dollar didn’t actually make us happier or healthier. My friend Arden Evenson, founder of Firefly Advising (and a regular here on Working Your Way), and I regularly discuss how we can reject the “rise and grind” mentality, and we wanted to bring that conversation to you. As we get honest with ourselves and each other, Arden and I compare notes on ambition, letting go of hustle culture, and what it takes to design a career around joy, flexibility, and enoughness.


We get into how becoming a parent (or simply changing priorities) can challenge your definition of success, why “good enough” can be the most sustainable business strategy, and how neither of us wants to sacrifice well-being for the next rung on the ladder. We talk about giving up perfectionism, resisting comparison, and setting boundaries that actually stick—even when the old pressures flare up.


If you’ve ever wondered what would happen if you worked less but cared even more, this episode is for you.


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Produced by NOVA

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83. The Ambitious Person’s Guide to Working Less

83. The Ambitious Person’s Guide to Working Less

Sandhya Sudhakar