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Squiggly Careers · 2025-12-02 · 24 min · 4,847 words

3 Hard Work Conversations & How To Handle Each One with Confidence

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Hi, I'm Helen. And I'm Sarah. And this is the Squiggly Careers podcast, where each week we borrow some brilliance from different people and places and turn that curiosity into useful actions for your career. And this week we're experimenting with a slightly different format. I feel like experimenting has been our word of the year this year.

And what we've done is we have picked a theme, hard conversations, so hopefully something that we all need a bit of support on. I don't think it's a skill that anyone ever says to me, yeah, that's I'm amazing. I'm amazing at hard conversations. And what we're going to do is we're going to hear three different experts share their borrowed brilliance from slightly different angles on this area.

And the hard conversations that we're going to be tackling are Number one, conflict in a team. Number two, what to do when you feel defensive in a conversation. And number three, speaking out when something doesn't feel right. Which one of those, which one of those do you think you need to borrow some brilliance about?

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