40 Minute Mentor

Episode 253

September 4, 2024

Replay: Helen Tupper on building a Squiggly Career

40 Minute Mentor is fast approaching its 12th season. 

With over 250 episodes published, we know that not every single one of our listeners will have been around from the beginning. 

To share some of our earlier mentorship with you, we’re running another one of our Replay feature seasons. 

In today’s Replay episode, we’re revisiting our 40 minutes of pocket-sized mentorship with the brilliant Helen Tupper. 

Helen is the Co-Founder and CEO of Amazing If, a bestselling Author and Co-Host of the popular Squiggly Careers podcast. 

In these 40 minutes, you’ll find out…

40 Minute Mentor: Helen Tupper
“We are not expected to all develop in the same direction. Success isn’t the same for all of us and we can’t plan our way to some kind of predictable future.”

Helen Tupper

Tune in to discover

Joining for the company, not the job [03:25]
Working for big brands [04:30]
Defining your career values [08:30]
Taking the plunge into entrepreneurship [10:20]
Building a business with your friend [15:15]
Defining a Squiggly Career [20:45]
Building your confidence [26:45]
Starting the Squiggly Careers podcast [30:35]
The secret to community building [35:20]
Advice on career pivots [35:45]

Listen on

Helpful links

Helpful links:

➡️ Follow Helen on LinkedIn: https://www.linkedin.com/in/helentupper?originalSubdomain=uk 

➡️ Find out more about Amazing If: https://www.amazingif.com/ 

➡️ Listen to the Squiggly Careers podcast: https://www.amazingif.com/listen/

Enjoyed this episode?

Keep up to date with all our latest episodes, by hitting the subscribe button on your favourite podcast platform. And for any feedback on what you enjoy the most and ideas on what we can do to make 40 Minute Mentor even better, please leave us a review.

Explore more episodes

05 Aug, 2026

Going back to zero – what it really takes to reinvent a business from the inside

40 Minute Mentor: Joe & Adam
15 Jul, 2026

The honest journey of taking on a trillion-dollar market with Joe McDonald (tem) and Adam Chirkowski (Albion VC)

40 Minute Mentor: Sandra & Charles
11 Mar, 2026

Building High-Performing Teams in the AI Era with Charles Guillemet & Sandra Schwarzer