This week’s episode is a story of career agility, embracing change, and living with intention. Lisa Shalett is a former Goldman Sachs partner, now board director and startup investor/advisor. At Goldman, Lisa held numerous leadership roles, including Japanese Equities, Global Compliance and Brand Marketing/Digital Strategy. She shares with us her approach to these transitions or “reinventions:” the danger of viewing your skills in narrow contexts (such as your current job); controlling your narrative as you change roles; or simply, asking your boss “What’s keeping you up at night?”

We then discuss post-retirement life, driven in part by family considerations. Yet retirement isn’t as worry free as we perceive it to be, especially when identity and career are so intertwined. One must navigate FOMO, the (perceived) loss of relevance, maintaining one’s “edge,” and yes — even for retired Goldman partners — the emotional irrationality of negative cash flow burn arising from entrepreneurship. And her advice to those currently in the grind, make sure you carve out the space to call “time out” — so that a minimum you can reflect on the trifecta of life, family, and career.

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Lisa Shalett (Ep. 8): You are Where You're Supposed to Be

Whether you’re an entrepreneur, college grad or retired Goldman partner, you’ve probably experienced some form money anxiety. For a tiny piece of paper, money has this incredible power to trigger intense feelings such as FOMO, envy, inadequacy and outright fear (aka the "poverty mindset"). And it never ceases to amaze me how rational people (and many finance professionals) turn a complete blind eye to this important area of their lives.

Today’s guest, Ashley Feinstein Gerstley coaches people (like me) out of their own money madness. Ashley’s a coach and creator of the Fiscal Femme blog. But our listeners will relate to her story: she started as an investment banker and grew the Fiscal Femme as side hustle until finally jumping off into entrepreneurship. Her advice is particularly spicy for entrepreneurs, and we discuss how much runway is enough, “death by a thousand small withdrawals” (my personal favorite), the dangerous belief that we can out-earn our expenses, and how avoiding the topic is really avoiding accountability.

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Ashley Feinstein Gerstley (Ep.9): Stop the Money Madness

Khe Hy was one of the youngest Managing Directors at BlackRock before he took the plunge into deep, uncomfortable self-exploration. Bloomberg called him "The Wall Street Guru" and CNN "Oprah for Millennials" and he is the creator of the Rad Reads newsletter and Quartz's First Entrepreneur in Residence. The Rad Awakenings podcast tells the stories of individuals who are stuck, undergoing transitions, or embarking on new adventures. These authentic and vulnerable conversations will teach us about power of emotional self-regulation, introspection, and growth mindsets. Find out more at http://radreads.co

The Rad Awakenings Podcast

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