For Women Who Are Unapologetically Ambitious and Fiercely Informed

  Welcome to the last week of summer and an abbreviated TCOLB newsletter to get the last few days of my favorite season. Last week we talked about the worst advice women are fed on repeat: play it safe, stay the course, don’t rock the boat. Alessandra Henderson is proof of why that advice is a trap. She co-founded Elektra Health to blow the silence wide open on menopause, built it into a nationally recognized platform, and then made a bold pivot. Stepping away from the CEO seat to chart her next chapter on her own terms. That’s not failure, that’s power. Because the truth is, women’s careers aren’t meant to be straight lines. They’re meant to bend, twist, leap, and reinvent. Alessandra’s story is a reminder that the real flex isn’t just building something groundbreaking - it’s knowing when to pivot, walk away, or start again, and refusing to apologize for it.

With Love & Lady Business,
JJ

In today’s edition:
— Reinventing Women’s Health with Alessandra Henderson

“It’s a lot of trial and error, most of the opportunities you’ll create are going to be through people and network.”

Key Takeaways:
 — Why women’s health isn’t just a mission — it’s a massive business opportunity
— The mantras Alessandra uses to guide career pivots and reinvention
— How to bet on yourself even when the path forward isn’t clear
— The role of mentorship, community, and support systems in career growth
— Knowing when to step back without stepping away from your impact

Lady Bits:

🤖: A new study from Stanford University found that employment has declined 13% among entry-level workers in fields most exposed to AI

Hi, I’m JJ.

Since starting the Justice Dept, we have increased women's wealth by over $100MM in just over 5 years. Want to know what inspires me to do this work, other than making women money? My clients' surprised reaction when we manage to get them much better terms for themselves and their companies, whether via talent agreements, employment, severance, partnerships, asset sales or investments. They often admit that they never thought they could get that result. Not even hoped. This blows my mind. As we know at The Justice Dept. you are all worth everything you ask for and more. Reach out and we’ll show you how!
x TJD

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