Welcome to the Squiggly Careers AI Skills Sprint 2025 🥇

14 Sep 2025 · 4 min · 3 chapters

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In short

Welcome episode for Squiggly Careers AI Skills Sprint 2025, a 5-day program (10 minutes/day) teaching five “squiggly skills” (strengths, values, confidence, networking, possibilities) and exploring how AI can accelerate self-awareness and actions.

Key claims

Careers shouldn’t be ladders or only seniority; “squiggly careers” offer flexible development aligned to individuals. Sprint support includes a ready study sprint guide, daily summaries with links, cut-and-paste prompts, screenshots, and FAQs.

Notable examples

advice not to share personal info with OpenAI; using multiple AI tools to compare environmental/energy commitments; joining the community via LinkedIn “Amazing If” pages and tagging @AmazingIf.

Guests

Christy (Lululemon) and Sarah and Helen (Squiggly Careers hosts).

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

Chapters

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Understanding Squiggly Careers

0:45 to 1:40

Discover what a squiggly career means and its benefits.

“So we should talk about what is a squiggly career and we should talk about what a sprint is and also what support that we have created so that you can sprint with success.”

Introduction to the Sprint

1:40 to 2:36

Learn about the format and goals of the Squiggly Skills Sprint.

“It's five days of learning, 10 minutes every day, so hopefully not too hard to add into your day-to-day and on each day we're going to cover one of the five squiggly skills.”

Tips for a Successful Sprint

2:36 to 4:16

Get important tips and resources to maximize your sprint experience.

“But just a few top tips to get you started that I think we can start with today.”
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Transcript

Automatic transcript. May contain errors.

0:00Hey, it's Christy from Lululemon and I'm here at the office checking out the Shake it out shorts. These have been my go-tos and I kind of think of them as a middle ground between a true run short and a more playful athletic sporty short. They have all the performance you want for running, so a comfy liner, our lightweight swift fabric, even a pocket for your keys. But what I really like is the flowy fit and layered hem. It gives it a little bit of volume, a little bit of fun, so they feel as good on a run as they do just at coffee afterwards. You can find the Shake It Out shorts in-store now or online at lululemon.com.

0:30Hi, I'm Sarah. And I'm Helen. And this is the Squiggly Careers podcast. and this is our third squiggly career skills sprint it's quite the mouthful isn't it it is we'll move on from it quickly but it's exciting that the skills sprint is back so about 10 000 people have sprinted with us so far so there are two to go back to if you want more sprinting after this um and what is so brilliant about these sprints is they are short snappy specific and also it's an opportunity to learn together with a really curious community and we're conscious that this might be the first time that you've learned with us.

1:02So we should talk about what is a squiggly career and we should talk about what a sprint is and also what support that we have created so that you can sprint with success. So let's start with the squiggly bit. What is a squiggly career? A squiggly career is a way in which we give people the freedom and the flexibility to develop in the direction that is right for them. We are trying to let go of the idea that careers should look like ladders, that up is the only way and that success is seniority for everybody. We think that that doesn't really reflect reality or your individuality and there's a different way, a different and much more squiggly way we can help people to succeed at work.

1:40So what is a sprint? It's five days of learning, 10 minutes every day, so hopefully not too hard to add into your day-to-day and on each day we're going to cover one of the five squiggly skills. So we'll do strengths, values, confidence, networking and possibilities and the idea with this sprint is we're going to take those skills and we're going to figure out how AI can help you to accelerate both your self-awareness but also and as importantly the actions that you're going to take and as well as the episodes which you can watch on YouTube or you can listen to wherever you listen to your podcasts we wrap quite a lot of support around them so there is the ready study sprint guide which is a really good document to get you started there are also daily sprint summaries which have all the links that we'll talk about you'll have prompts that you can cut and paste we've got screenshots so you can see how to get started with some of the exercises make sure that you are signed up for the sprint so you get all that information we'll put the link in the show notes or if you can't find it don't worry just email us helen and sarah at squigglycareers.com in the guide you'll also find a frequently asked questions section where we do talk about things like personal information and also kind of environmental and sustainability practices, which I think are important to all of us and we're all still learning about.

2:55But just a few top tips to get you started that I think we can start with today. One, don't give any personal information to an open AI. Sounds obvious, but even the other day, I sort of nearly did it, you know, sort of by accident because I was just doing something quickly. So we'll give you loads of prompts throughout the sprint that you can just cut and paste and none of them will encourage you to say, hi I'm Sarah this is where I live and this is who I work for so let's not do that and then if you're thinking about the tools to use we're going to just use loads of different tools so we've been quite neutral and tried out lots of different ones but you can really easily research with every tool the environmental commitments they've made how much energy they're using and they are all quite different so I've learned a lot just from doing it and you can find out more in the guide and the final thing to say is why not take advantage of the squiggly careers community There are thousands of people that are going to be learning at the same time.

3:45It's probably best if you want to connect with the community, head to LinkedIn where the Amazing If pages will be posting about this throughout the week. You'll be able to share your comments, reflections. You'll be able to see what other people are sharing too. So connect there if you want to feel part of the community. And the other thing is tag us in any post. Just tag at Amazing If so we can see that you're sprinting. We can support and celebrate your success. We really want to feel like a community that are learning together. So we hope you're going to find this really useful for you and your squiggly career development and learning and ready to get started.

From the publisher

AI is on everyone’s minds and we’re getting curious about how it can help to develop our squiggly career skills. Join us for a 5-day sprint from the 15th September where we’ll be exploring lots of AI tools to support our 5 squiggly career skills: Strengths, Values, Confidence, Networking, and Future Possibilities. Just 10 minutes a day for lots of ideas and insights on how AI can help you to accelerate your squiggly career.


🥇 Sign up for the sprint here: https://bit.ly/3UC3jPy

👥 Join our Squiggly Community: https://www.linkedin.com/company/amazing-if/


⏱️ Timestamps

00:00 Welcome to the Squiggly Careers AI Skills Sprint 2025

00:43 What is a Squiggly Career?

01:10 What is a Sprint?

01:40 Supporting you while you sprint

02:13 FAQs

03:12 Learning with thousands in our community


More ways to learn about Squiggly Careers:

đź“© Download our free career tools: https://www.amazingif.com/toolkit/

đź“® 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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