Episode #4: Fail again. Fail Better. Why you should give yourself permission to fail this year - Caroline Flanagan

Episode #4: Fail again. Fail Better. Why you should give yourself permission to fail this year

Is the fear of failure stopping you from having the life and career you want?

This episode of the Babyproof Your Career podcast is all about failure and why it’s time you gave yourself permission to fail more often. If you see failure as a dead end, it’s time to think again. Your definition of failure, your reaction to failure, and even your decision to call it ‘failure’ in the first place – is a choice. So why not choose the most helpful definition and reaction possible?

In this episode:

  • why I’ve chosen to fail 100 times this year
  • task failure vs identity failure
  • my ego-bruising Sudoku failure
  • a dead end or a course corrector? what is failure to you?
  • how many times are you willing to fail in order to have what you want?



Caroline came to speak to our Balance Employee Network about “How to babyproof your career so you can balance your life”. I really enjoyed preparing this event together. Caroline took great care in understanding the needs of the audience to make her message even more powerful. The whole process from preparing the event invitation to getting feedback was very professional with a wonderful personal touch.

Louise Walewska, Presentation Client, HSBC Asset Management

I wanted to let you know that I have been promoted to counsel. Thanks very much to your coaching I have managed to get through one of the most challenging years of my career and managed to achieve what I had hoped to! I might not have made it were it not for your advice and guidance.

Client C, Solicitor

Caroline did a fantastic job as the guest speaker at our latest Women with Ambition networking event: 'How to ensure kids don’t derail your career'. Caroline’s talk was engaging and insightful and feedback from our clients that attended was overwhelmingly positive. All of the delegates mentioned they had gained some sound advice from Caroline’s presentation, regardless of whether they were thinking about having children, were already parents or were managing individuals with family commitments. Caroline has been a pleasure to work with and I look forward to continuing to develop our working relationship in the future. I would highly recommend working with her.

Sally Clare, Head of Diversity, Ambition UK

Caroline, I can’t thank you enough for the help you gave me while starting to think of family planning. Your level-headed approach to some of the things I was panicking about has put everything into perspective. Not to mention that talking through and planning how to run my company single-handedly with a child was invaluable. I really appreciate having the after-session documents to work through in my own time and have been referring to them frequently. I cannot recommend a Babyproof Your Life session highly enough when starting to think about children – everyone should do this! Many thanks again.

Client T, UK, Babyproof Client

When I came into the office the following Monday, I could see the effect that you’d had. People were visibly changed as a result of your talk.

Oli Holmes, Accenture

I am more than happy to share wonderful feedback about you. Working with you has been life changing and continues to inspire me and help me grow.

Coaching client, Director, PwC Legal