Still not enough with Stefanie O'Connell and Allison Hare

Ep. 306: The Ambition Penalty and Myths We've Always Believed

August 27, 20264 min read
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Ambition Penalty and the Myths we Believed

I feel rage bubbling up inside. That's what I told Stefanie O'Connell about fifteen minutes into our conversation, and it wasn't a figure of speech. My jaw was somewhere on the floor.

I grew up believing a very specific story. Ask for more. Negotiate harder. Lean in. Do that, and the gap closes. Thank you, Cheryl Sandberg. I built a chunk of my twenties around that advice. Turns out it was, in Stefanie's words, a big old fat lie.

The Ask Was Never the Problem

Stefanie O'Connell is a journalist who spent years reporting on personal finance before she wrote The Ambition Penalty, a book so thick with research it carries 450 citations. An average nonfiction book carries 50. She didn't want another "this worked for me" career book. She wanted the pattern, at scale.

Here's the pattern. Women started negotiating as frequently as men back in the 1990s. In the last twenty years, they've negotiated more often than men. And the gap has barely moved. Stefanie's read on it: "It is a learned response to the reality of an environment around you. The reality of an environment that does punish you and judge you differently when you engage in the same behavior as your peer." Women who ask get labeled difficult. Women who get the raise get labeled a squeaky wheel a few months later. The advice worked exactly as instructed. The outcome didn't follow.

Girlboss and Tradwife Are the Same Costume

Stefanie's book opens with a blistering critique of 2010s girlboss culture and closes on the tradwife era, and she built it that way on purpose. They look like opposites. They're not.

"In both of those visions, the biggest barrier to women getting more of what they want is women themselves, individually and internally," she told me. "In the girlboss ideology, it's you're not asking for more, you're not ambitious enough, the problem is you. In the tradwife ideology, it's you're not being soft enough, you're not self-sacrificing enough, the problem is you." Different aesthetic. Same instruction: look inward, fix yourself, stop asking the environment to change.

What Happens When Women Out-Earn Their Husbands

This is the part of the conversation that actually made me sit back. Women who out-earn their male partners are more likely to be cheated on, more likely to be emotionally abused, and more likely to be physically abused. They're also still more likely to carry the majority of the housework.

Stefanie was careful about what this data actually means. It's not about the dollar amount. Women earning more money in absolute terms benefits their whole household, full stop. The backlash shows up specifically when a woman's share of household income crosses the 50% line, when she starts out-earning her partner. "This is not something that is happening with high-earning women," she said. "It is something that is happening with the way men are responding to them." She calls it an enforcement mechanism, patriarchy's way of putting people back in line when they step outside the roles they were assigned.

The Myth Itself Is the Barrier

The line that's stuck with me since we recorded: "The myth itself is the barrier." Stefanie cited a study that found people who believed women were underpaid because they don't ask for more were also more likely to increase their gender stereotyping, and less likely to support pay transparency and pay equity legislation. The story we tell about why the gap exists actively works against closing it.

So what do you do with that. Stefanie's answer wasn't a five-step plan. It was smaller and, honestly, more doable. Keep negotiating your own salary, that still matters, but stop treating it as the whole solution. Build coalitions at work. Push pay transparency as a group demand instead of a solo ask. Practice refusing the invisible load at the interpersonal level, every single day, even when nobody's watching. "Structural problems are collective problems," she said, "and collective problems require collective solutions."

I still feel that rage. I don't think it's going anywhere soon, and after this conversation, I'm not sure it should. What I took from Stefanie is that the anger isn't the obstacle. The myth that told us to swallow it was.

xo,

Allison


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Allison Hare

Allison Hare is the former sales executive turned lifestyle entrepreneur. She’s the host of the award-winning, top 1.5% globally ranked podcast, Late Learner and a personal coach for professional mothers and a keynote speaker.

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