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Squiggly Careers

#495 The September Reset: Stop Old Habits, Start New Wins

Squiggly Careers

AmazingIf

Business, Management, Careers

4.9838 Ratings

🗓️ 2 September 2025

⏱️ 39 minutes

🧾️ Download transcript

Summary

🥇 Sign up for the sprint here: https://bit.ly/41jasYO Are old habits holding you back from the progress you want to make? September often feels like a natural reset point—a chance to stop what’s no longer serving you and start building new wins. In this episode, Helen and Sarah share their own September “starts” and “stops” to inspire you to reflect, reset, and refocus. You’ll hear how small, intentional changes can help you create space for growth, protect your future self, and build habits that last beyond the September spark. ⏱️ Timestamps 00:00 Announcement 01:02 Introduction 03:45 Why September feels like a reset moment 07:18 The power of starts and stops 10:35 Weekly Borrowed Brilliance 15:40 Building from scratch with AI 21:58 Parallel learning (habit stacking with podcasts) 26:45 Monthly mentor moments 32:30 Responding quicker instead of waiting 36:55 Leaving the phone behind in the evenings 41:48 No more post-it actions 44:55 Stop moaning about Mondays 48:20 How to use this as a team activity 52:00 Wrapping up & accountability 🎯 What You’ll Learn Why September is such a powerful time to reset and refocus How to identify habits that are helping—or holding—you back Practical ways to design new starts that spark motivation How to stop habits that drain your energy and confidence Why sharing starts and stops as a team builds connection and support 📚 Resources Mentioned How to Change by Katy Milkman (for the “fresh start effect”) 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 our next Skills Sprint: https://bit.ly/skillssprint2024 📮 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/ 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

So it's September.

0:01.0

Obviously I was using AI to see what was on people's minds.

0:05.1

Restart, reset, refocus.

0:07.8

I guess it's just a memorable time, isn't it?

0:09.6

That September time when it feels like I can do something different now than I was doing before.

0:13.8

And things that you think, now is the time to stop that thing because it's getting in my way.

0:18.0

So we thought we would share our starts and stops and hopefully inspire you to think about it too.

0:24.6

We're not very good at protecting our future self.

0:27.7

We have to like think about the being kind to the future version of us

0:31.3

and what we want that person's Monday to look like.

0:33.3

Is it because that start and stop was too ambitious?

0:36.2

Is it because you need more help from someone? This conversation is useful, hopefully, for two things. One, for your own reflection, but also for your awareness of what other people want to start and stop and how you can support each other. So we would highly recommend that you do this as a team activity. Hi, I'm Sarah. And I'm Helen. And this is the Squiggly Careers podcast. Every week we talk about a different topic to do with work and share some ideas and actions so we can all navigate these squiggly careers without a bit more confidence and control. And it is now only two weeks until the start of our Squiggly Careers Skill Sprint. This is the third sprint that we are running, but we've changed things up a bit this time. So this sprint starts on the 15th September. It is only for one week,

1:15.6

so kind of easy to start and stick to. The past ones we've done on 20 days. This hopefully

1:19.8

feels a bit more accessible. And our focus is on squiggly skills times AI. So we've taken the five

1:26.4

squiggly skills, strengths,, Confidence Network and Future.

1:29.8

We've got some AI prompt and some new tools for you to try out. So if you fancy a bit of a

1:34.4

accelerated start for your development in September, sign up for the Sprint. All you need to do is go

1:39.8

to squigglysprint.com. Sign up is completely free and we will then send you everything else that

1:45.8

you need to know. So it's September and obviously I was using AI to see what was on people's

1:52.7

minds and also I asked our team. I feel like they're my two default sources of like our team.

1:57.7

Reality and then they're an AI and everybody pretty much said they do see September as a bit of a restart, reset, refocus.

2:09.9

And we've talked about it before and I talked about it with Katie Milkman in our interview,

...

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