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Hello Monday with Jessi Hempel

The Likeability Trap and How to Escape It

Hello Monday with Jessi Hempel

LinkedIn

Careers, Business

4.8 • 1.1K Ratings

🗓️ 22 September 2025

⏱️ 30 minutes

🧾️ Download transcript

Summary

Why does success make men more likable, but women less so? Researchers call it the success–likeability paradox, and it’s one of the biggest challenges women face as they rise in their careers. In this episode of Hello Monday, Jessi Hempel sits down with Kate Mason—executive coach, former world champion debater, and author of the new book Powerfully Likeable—to explore how women can succeed without sacrificing authenticity or influence. Kate argues that likability and power aren’t opposites. In fact, the most effective leaders know how to blend authority with connection, conviction with empathy. And with the right communication tools, we can all do the same. Jessi and Kate discuss: Why the likability–success paradox persists—and how to navigate it How women can project authority without being labeled “too much” Why over-preparation holds many leaders back (and how to stop) What executive presence really means (and why the term is flawed) Why you don’t have to minimize yourself to be liked Practical ways to build authentic influence through better communication Why failure is essential to success—and how to reframe it as experimentation If you’ve ever felt like you’re walking a tightrope between being likable and being respected, Kate offers a new way forward—one that’s rooted in communication, confidence, and authenticity. Continue the conversation with us at Hello Monday Office Hours! Join us Wednesday at 3 PM ET on the LinkedIn News page.

Transcript

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0:00.0

Debating kind of taught me everything.

0:02.0

It was at the time when I started, male-dominated.

0:05.0

So I was usually the only woman on the all-male team,

0:08.0

and I was usually getting feedback that was really different to my male peers.

0:12.0

They were complimented even for their gravitas and their presence,

0:15.0

and I was told, hey, that's interesting, but it's a little bit too much,

0:19.0

or a little bit too angry, or a little bit too angry or a little bit too aggressive.

0:21.3

Sometimes feels like such a narrow tightrope we walk, right?

0:25.2

To be enough, but not too much.

0:30.3

From the news team at LinkedIn, I'm Jesse Hempel and this is Hello Monday.

0:34.7

It's our show about the changing nature of work and how that work changes us.

0:39.4

That feeling of walking on a tightrope, that feeling that so many of us are familiar with, especially women.

0:45.9

Well, there's a name for it. It's called the success likability paradox. It's that whole idea that in order to become powerful, well, a woman has to be likable.

0:57.0

But then once she becomes powerful, she is less likable.

1:01.0

You know, for men it works just the opposite, right?

1:05.0

The more powerful men become, the more people like them.

1:08.0

It can feel downright frustrating. But our guest today, Kate Mason,

1:14.0

she says it doesn't have to be that way. She is an author, an executive coach, and a world champion

1:20.3

debater. Kate has a new book out with a great title. It is called Powerfully Likeable, a Woman's Guide to Effective Communication. Kate believes

1:30.2

that you can be likable and extremely powerful at the same time. The path to that end is

1:35.1

successful communication and today in the time she has with us, she's going to walk us through

1:40.7

exactly how we can communicate well. Here's Kate.

...

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