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Squiggly Careers

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

Squiggly Careers

AmazingIf

Business, Management, Careers

4.9838 Ratings

🗓️ 2 December 2025

⏱️ 25 minutes

🧾️ Download transcript

Summary

🦞 Join our Learn Like a Lobster Sprint: https://bit.ly/4oZzJ3F This week, Helen and Sarah revisit insights from three podcast guests—Amy Gallo, Celeste Headlee, and Dr. Sunita Sah—to tackle a topic many of us shy away from: difficult conversations. From team conflicts and moments of defensiveness to speaking up when something feels off, these everyday challenges can shape how we collaborate, grow, and thrive. In this episode, you’ll learn practical strategies to handle tension with ease: turning irritation into curiosity, using affirmations to stay grounded, and recognising the early “tension signals” that signal it’s time to speak up. You’ll learn how to navigate disagreements without defensiveness, communicate with confidence, and act in alignment with your values—even when it’s uncomfortable. Episode 516 🦞 Pre-order Learn Like A Lobster: 🇺🇸 PRH US – https://bit.ly/3KxTeBn 🇬🇧 Amazon UK – https://amzn.to/3KcRZaR 📚 Resources Mentioned Getting Along by Amy Gallo - https://bit.ly/43XtfdJ Celeste Headlee’s TEDx talk: 10 Ways to Have a Better Conversation - https://youtu.be/R1vskiVDwl4?si=3PFsc2v2v1xK9fy_ Dr. Sunita Sah’s Defy: The Power of No In A World That Demands Yes - https://bit.ly/3KfPuF7 How to Preempt Team Conflict — Harvard Business Review - https://hbr.org/2016/06/how-to-preempt-team-conflict Previous Squiggly Careers interviews with: Amy Gallo - https://youtu.be/iO7Q1g7u0SY?si=Pm5srmx-7AgkjIaP Celeste Headlee - https://www.youtube.com/watch?v=IC9kT476GL4 Dr. Sunita Sah - https://open.spotify.com/episode/6ELoznhCWtk5vlONAlY3wC?si=z6i8C1JOT_21aQ0HeNiZzQ Hosted on Acast. See acast.com/privacy for more information. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

Hi, it's Helen from the Squiggly Careers podcast. And before you listen to today's episode, I just

0:05.0

want to let you know about some news that Sarah and I are very excited about. And that is that our new book,

0:09.8

Learn Like a Lobster, is ready to pre-order now. We really care about everybody learning and growing at work,

0:16.7

but we know it is not easy to do. And so we're borrowing some brilliance from lobsters to help you to do it.

0:22.9

The book takes three inspiring and surprising abilities of lobsters in terms of how they grow

0:29.0

and applies it to how we can learn at work. So if you want some inspiration and you need some

0:34.0

practical insights to support your learning, growth and development. This is the book for you.

0:38.9

And if you pre-order now and send your pre-order to hello at learn like a lobster.com,

0:43.8

you can join the lobster library where we have a community of lobster learners ready for you to learn with,

0:50.1

some live sessions, and this will all happen before the book arrives.

0:54.3

So pre-order the book now, send it to hello at learn like a lobster.com and get started with

0:59.6

your learning straight away. Now let's get on to today's episode.

1:05.5

Hi, I'm Helen and I'm Sarah and this is the Squiggly Careers podcast where each week we borrow

1:10.6

some brilliance from different

1:11.7

people and places and turn that curiosity into useful actions for your career.

1:16.2

And this week we're experimenting with a slightly different format.

1:20.2

I feel like experimenting has been our word of the year this year.

1:22.6

And what we've done is we have picked a theme, hard conversations.

1:27.2

So hopefully something that we all need

1:29.4

a bit of support on um i don't think it's a skill that anyone ever says to me yeah that's i'm amazing

1:35.1

i'm amazing at hard conversations and what we're going to do is we're going to hear three different

1:39.7

experts share their borrowed brilliance from slightly different angles on this area.

...

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