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

Squiggly Careers

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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”)

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