Corporate Structure Fails High-Performing Women in Mid-Career

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There’s a quiet retention risk happening inside corporate teams right now. In the past few months, I’ve had the fortunate time to reconnect with many former colleagues from Airbnb, Salesforce, FinancialForce and TriNet Zenefits and leaders in my Santa Clara University Leavey School of Business network. Here’s what I’ve been hearing. High-performing women are questioning whether corporate structures are built for long-term sustainability. Not because they lack ambition. Not because they don’t want to grow. But because the structure of work doesn’t always evolve with major life stages. From my years leading global revenue enablement where there was a huge focus in aligning onboarding, field execution, and cross-functional strategy, I learned that performance is rarely about talent alone. It’s about clarity, infrastructure, accountability, and aligned expectations. When strong leaders leave during caregiving years or other life transitions, companies don’t just lose a person. They lose knowledge, momentum, and future leadership bench. Replacing mid-to-senior talent can cost 1.5–2x salary. That’s a business issue. If we want to sustain top talent over decades, we have to think differently about career design, the same way we think about revenue enablement or org design. 👉 Leaders with talented women and working parents on your teams, I am curious what are you doing to make sure they stay engaged, continue growing, and help the business grow long-term? And if you’ve seen companies do this well, drop their names in the comments. I’d love to highlight models that are getting it right. Cheers.

My teams of around 35 individuals have seen about 8 beautiful babies born over the last 18 months. Yes, that can be a tough challenge for smaller companies to manage re: capacity but damn it is rewarding when you celebrate it with love and grace. There's no magic bullet but if you truly champion a culture that is human-centric, the empathy, grace, and compassion are an effortless bi-product. Yes, I work hard and yes I travel..but you can be damn sure I'm a Friday lunch parent and ai coach 6u girls basketball on weekends haha! You can't preach it unless you live it.

Teamwork really...having a culture of colleagues that want to lock hand and lift each other up really influences overall agility. We have CSMs stretch to cover more technical gaps, TAMs that lean more into program advisory when needed, and Directors that never say "not my job". Do some things get missed in that fluidity - of course. However, prioritization and communication allow for the boulders to still move even when the pebbles stay in the sand.

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