Squiggly Shortcut: How to Feel More in Control of Your Career (Even in Uncertain Times)

11 Dec 2025 · 6 min · 5 chapters

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In short

Creating realistic career clarity in a “squiggly” career—direction and progress control despite uncertainty.

Guest(s)

No guests mentioned; host is Helen from the Squiggly Careers podcast.

Guest backgrounds

N/A.

Key claims

Complete clarity and control are unrealistic; instead, build clarity that guides growth. Three methods: (1) Identify progression priorities by scanning 4–5 job descriptions (e.g., from LinkedIn) and highlighting repeated resonant phrases to find common growth areas. (2) Create a vision board using images (magazines, Pinterest, screenshots) to set work in the context of desired life. (3) Have curious career conversations with people who’ve done the target roles to learn communities, learning paths, and experiences.

Notable examples

Using job descriptions as data; collecting images from magazines/Pinterest; linking to episode 274 for deeper guidance.

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

Chapters

Tap a time to open that second in VO

Understanding Career Clarity

0:34 to 0:57

Explore the challenges of achieving clarity in a squiggly career.

“It can help you with practically anything on the web, like restoring a vintage motorcycle from a 50-page restoration block, or finally break down that long article you've had open for weeks.”

Understanding Career Clarity

1:26 to 2:25

Explore the challenges of achieving clarity in a squiggly career.

“And today, the topic that I'm going to talk about is creating career clarity, which is quite hard to say and sometimes feels quite hard to do.”

Identifying Progression Priorities

2:25 to 4:04

Learn how to identify your career priorities through job descriptions.

“So clarity that can give you a sense of direction, clarity that can give you a sense of feeling in control of your progress rather than perhaps in control of everything that is happening to you.”

Creating a Vision Board

4:04 to 5:38

Discover how vision boards can help clarify your career and life goals.

“And I find I don't know exactly what my career is going to look like in the next five years.”

Engaging in Career Conversations

5:38 to 6:35

Understand the value of talking to others for gaining career insights.

“The third thing that I would say is curious career conversations.”
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Transcript

Automatic transcript. May contain errors.

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1:27And today, the topic that I'm going to talk about is creating career clarity, which is quite hard to say and sometimes feels quite hard to do.

1:39There's probably a bit of a clarity caveat before I get started, which is that I think in a squiggly career, it is very hard to have complete clarity. We can't plan, predict or control everything that is going to happen to us in work or outside of work. So going into your career development with the expectation that you're going to be able to plan every move you're going to make and see this completely clear path, I think is a little bit unrealistic. However, I recognize and I hear a lot of people who want that when it feels uncertain and ambiguous, we kind of look for clarity as a sort of source of stability.

2:18So what I want to share with you is three ways that I think you can create clarity that's realistic for a squiggly career. So clarity that can give you a sense of direction, clarity that can give you a sense of feeling in control of your progress rather than perhaps in control of everything that is happening to you. So three things that I think can help you to do this. The first thing I want to talk about is making sure that you know what your progression priorities are. So in a squiggly career, one of the things that can create clarity is when we have a sense of what we want to do, the direction that our development is going in.

2:57And if we don't have that, we can feel a little bit lost and unsure and like we haven't got direction. I think the easiest way for you to do this is to go and look at some job descriptions. I tend to get mine from LinkedIn. I just find it the easiest place to go to and find four or five roles that are sort of interesting to you. I think it's important they're not exactly the job that you're doing right now. So pick some sort of curious career possibilities that you think, oh, it sounds like an interesting role. Don't worry about whether you can do it or not or where it is. We're not applying for them.

3:31We're just going to look into the job descriptions as a source of data. So as you scan through the job descriptions, what you are looking for is the words or the statements or the sentences that really resonate with you. And I would just pull them out. I tend to just highlight them when I'm doing it and repeat that process for four to five different job descriptions and then spot the similarities because you will start to see certain words and statements that show up more than once. And those are the things that you are particularly interested in. Those I think are sort of guides for your career growth.

4:04And I find I don't know exactly what my career is going to look like in the next five years. And I'm quite happy about that because I think it keeps me open. But what I do know when I do that process is that I end up with some priorities for my progression, some areas that are interesting for me, that regardless of where I work or what I work on, I want to be part of my work. And that's a source of clarity that's quite useful for you. The second thing that I think is really useful is to create a vision board. Now, I know vision boards aren't for everybody. I get it. But if you want to get some clarity, They can be really useful.

4:37Let me tell you why. So when you have a vision board, what you do is you'll collect images. You can get them forever you want. I tend to get mine from magazines. Actually, you know, starting the year is a really good time to do this, but you can get them from Pinterest or you can just screenshot stuff that you see, but you are collecting images. The image is important. And then you are putting those images together and looking at what they say to you. So what sense do you get from the images? And I think the reason this can create clarity is it tends not to just be about work. We tend to collect images about the work and life we want to have.

5:13And I think that sets your career in context. So if I just talked to you about what I want for my career, I could come out with lots of statements. But whether that would actually make me happy, I don't know, because you have to set your work in the context of your life. And there are likely to be other things that make you happy, other things that will create clarity for you in your career and your future. And I think vision boards are one of the most comprehensive ways that we can do that. The third thing that I would say is curious career conversations. If you want to create clarity, talking to people who have done what you want to do is very helpful for your development because they can tell you about how they've learned or who they spend time with or communities that they are part of or experiences that they've had and you can collect all of those insights and you can use it to inform your own development plan and I think if you're doing those three things making sure that you know what your progression priorities are making sure that you have a vision board so that your clarity isn't just about work it's work in the context of your life and you're having curious career conversations where you're collecting insights and recommendations and actions from people who've done what you want to do, that will be really, really useful for your career.

6:31And it still means you're flexible for your future, but it also means that you're taking control and creating clarity for your growth. So I hope that that has been a useful shortcut for you. If you want to dive into this topic a bit more deeply, we did a whole episode on it. It's episode 274 on how to create career clarity. We will link that in the show notes for you. and if you've got any feedback on this episode please get in touch it's helen at amazingif.com

From the publisher

🦞 Join our Learn Like a Lobster Sprint: https://bit.ly/4oZzJ3F


Sometimes your career can feel unclear, uncertain, or hard to navigate — especially in a squiggly world where linear paths don’t really exist. If you’re feeling stuck, unsure of your next step, or craving more direction, these simple clarity-creating strategies will help you find focus, feel more in control, and move forward with confidence.


Episode 519


🦞 Pre-order Learn Like A Lobster:

🇺🇸PRH US - https://bit.ly/3KxTeBn

🇬🇧 Amazon UK - https://amzn.to/3KcRZaR


🎯 What You’ll Learn

• How to clear mental clutter by getting thoughts out of your head

• A simple prioritisation technique—the Bird and the Worm—that helps you balance long-term goals with short-term actions

• Why sharing your thinking with someone else (or with AI) can unlock fresh insight and reduce overwhelm


For questions about Squiggly Careers or to share feedback, please email helenandsarah@squigglycareers.com


More ways to learn about Squiggly Careers:

📩 Download our free career tools: https://www.amazingif.com/toolkit/

🏃‍♀️ Join the Skills x AI Sprint: https://youtube.com/playlist?list=PLNQl9gsac8BXnWe2qoGuHkLKwsygjP_Ma&si=l7kODG3JpopH0Irz

📮 Get Squiggly Careers in Action in your inbox: https://bit.ly/SquigglyCareersInAction

📚 Read our books: The Squiggly Career and You Coach You: https://www.amazingif.com/books/

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