#592 How to look for leaders you can learn from

10 Sep 2026 · 6 min · 3 chapters

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In short

How to identify leaders you can learn from during a “squiggly” career—using a filter of traits and avoiding unrealistic expectations.

Guests

No guests; the host, Sarah, speaks solo.

Key claims

Choose leaders who (1) get stuff done by cutting through complexity and delivering results; (2) show humility—admit mistakes, share what they don’t know, credit teams, and ask questions; (3) are curious—“learn loudly,” ask strong questions, and collaborate across silos. Don’t require leaders to match your personality, be your direct manager, or be brilliant at everything. Also, don’t rely on one leader because they may move on quickly.

Notable examples

Sarah describes working for leaders who helped her achieve better outcomes; she notes an example where a leader left within six weeks.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

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Identifying Effective Leaders

0:45 to 2:59

Learn how to spot leaders who are effective, humble, and curious.

“First thing, look for leaders who get stuff done.”

Characteristics of Leaders to Avoid

2:59 to 4:59

Understand what traits leaders don't need to have to be valuable mentors.

“They'd all got that humility and they were all curious.”

Recommended Resources on Leadership

4:59 to 5:53

Discover episodes and books that can further enhance your understanding of leadership.

“Episode 333 with Rob Joffe, who talks about why should anyone be led by you?”
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Transcript

Automatic transcript. May contain errors.

0:00Hi, I'm Sarah and in this squiggly shortcut I'm going to talk about how to look for leaders that you can learn from. So I was reflecting a bit on progression in a squiggly career and of course we want everyone to take ownership and create not wait when it comes to your career. No one should care about your career more than you do. But at the same time we know that no one succeeds in their squiggly career by themselves. we need to surround ourselves with the right people, people who will challenge us and people who we can learn from. And so I was thinking, well, how do you find those people? What are some of the criteria that you could perhaps keep in mind as a bit of a filter?

0:42And also, what do they not need to be? So here's what I came up with. I hope you find it helpful. First thing, look for leaders who get stuff done. I think in any organisation, in the midst of process and politics and too many priorities and not enough time, you can spot those people who seem to be able to cut through all of that, cut through the complexity, and they deliver. Like, they get results, they manage to make things happen. And typically, if you go and work for someone or work with someone who is like that, they will help you to be able to do the same. and that's definitely been my experience like the best leaders I've worked for they were brilliant at getting stuff done and then they helped me to do the same so my outcomes and my achievements in those roles were so much better because because of that number two do they have humility no leader is perfect I'm not looking for a leader who is perfect because those people don't exist I want to hear someone who says that they don't know.

1:50I want to work with people who are happy to share that they've made mistakes or that they've got a bit stuck. And I also want to hear leaders who credit their teams and who are interested in asking questions of their team. Like they're curious about what their team thinks. They don't pretend to or feel any pressure to to know all of the answers. So I kind of, I want that humility. I want them to be confident and balanced with that kind of sense of it's okay to not be perfect. And then number three, are they curious? Leaders who learn loudly, who ask really good questions, who spend time with other teams and don't get stuck in those silos.

2:38I think when you work with a leader who's got that natural curiosity, it has a real ripple effect. Like they are natural learners and then that helps you. That will accelerate your learning as a result. So I was trying to think about the best leaders that I've worked for who I feel like have really helped me to grow in my career. They all got stuff done. They were all humble. They'd all got that humility and they were all curious. what they don't need to be one the same as you you don't need to look for leaders who you think oh I want to be exactly like them at some point in the future probably all of the best leaders I worked for were really different to me a couple of them were much more extroverted than I am yeah everybody's got different styles we know there's no blueprint for a successful leader so you don't you don't need to just look for leaders who you think oh they're very close to your personality or your preferences.

3:35Two, they don't always need to be the person that you work directly for, because the risk of that is that you go and work for this leader who is amazing, and then typically amazing leaders leave or get other opportunities because they're so good at what they do. Now, that doesn't mean you shouldn't go and work for those people, but they're not the only leaders that you want to look for. I once went to work for someone who was brilliant, and six weeks later they've got a new role and I was thinking oh crikey I've sort of I've lost that leader so you just don't want to put all your leader eggs I guess in one in one basket so maybe also think about you know people in other parts of your organizations also don't get preoccupied by titles it doesn't really matter where they are in an organizational chart if they hit that criteria that we've just talked about they're probably a leader that you can learn from.

4:26You know, if they're someone that people want to follow, they've got those leadership characteristics and traits. And the final thing they don't need to be is brilliant at everything. And so, as I said, there is no such thing as a perfect leader. You won't be a perfect leader and no one else is either. And every leader that I've worked for, I've had one or two spikes, super strengths. And I think if you understand that about the leaders that perhaps you want to spend time with then you'll also know well what can you learn from them but also manage your own expectations of you know that there will be things that they won't be as good at and I remember I think initially thinking oh leaders will be amazing at everything but I don't think that's true of anyone so I hope that feels useful when you're just thinking about like who are you surrounding yourself with who's part of your kind of leadership career community in your squiggly career if you want to spend a bit more time on leadership, two episodes that I would recommend.

5:23Episode 333 with Rob Joffe, who talks about why should anyone be led by you? My favourite leadership book, and he's absolutely brilliant, really insightful and impactful work on leadership. Or if you want a short episode, 358 was our skills sprint episode where we talk about leadership. So I hope you're finding these shortcuts useful and we'll be back with another one very soon.

5:52Thank you.

From the publisher

The leaders you surround yourself with make a significant difference to your squiggly career. In this shortcut Sarah shares 3 ways to look for leaders to learn from and what you don't need to worry about.

🎯 What You'll Learn
- how to look for leaders who get stuff done
- why spotting leaders who say I don't know is a good source of learning
- the most curious leaders will help you to stay curious

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