Episode #43: Allegra Stein – When is it Time to Quit the Business of Coaching?

How can we be free to do the work we love?

This is the fundamental question at the heart of my conversation with coach, community builder and eternal adventurer Allegra Stein, who is navigating a crucial turning point in her multifaceted career.

Following on from our first conversation on the podcast, in this episode Allegra and I tackle an issue faced by coaches at all levels: how to stay creative and uphold your values while carving out a viable business.

After more than a decade in which she has gone against the grain of the coaching industry and developed her own maverick approach, Allegra is seeking the freedom to coach without the burden of business.

The insights she shares as we reflect on her journey and look to the future will resonate with anyone who has found themselves craving more creative freedom or wrestling with the challenges of entrepreneurship.

As a high relater who loves to contribute to what’s possible, Allegra is brimming with energy and ideas as she anticipates a new chapter of her career and steps bravely towards it.

 In this episode, we talk about:

The difficulty of being creative under pressure

The benefits of a strengths-based approach

Why offering something for free might not be helpful

Whether entrepreneurship is for everyone, and how to tell if it’s for you

The difference between running a food truck and being a chef

Allegra focuses much of her attention towards mentoring new coaches, and shares her experience of forming an energising new partnership that has transformed her approach to that work.

To learn more about Allegra, visit https://www.allegrastein.com/

For information about my wider work, my writing or to buy my books, visit www.robbieswale.com.

Music by My Good Man William: listen on Spotify: https://open.spotify.com/artist/4KmeQUcTbeE31uFynHQLQg

To support the Coach's Journey, visit www.patreon.com/thecoachsjourney and to join the Coach's Journey Community visit www.thecoachsjourney.com/community.

Things and people we mentioned (that you might be interested in):

- The previous episode featuring Allegra https://www.thecoachsjourney.com/podcast/episode-22-allegra-stein-how-to-flourish-as-a-coaching-misfit

- Gay Hendricks and the zones of excellence and genius https://www.thejoyofbusiness.co.uk/how/how-to-find-your-zone-of-genius/

- B-School https://marieforleobschool.com/

- The Prosperous Coach by Steve Chandler and Rich Litvin https://richlitvin.com/the-prosperous-coach/

- YouMap https://www.myyoumap.com/

- Mighty Networks https://www.mightynetworks.com/

- Patreon https://www.patreon.com/

- BetterUp https://www.betterup.com/en-gb/

- Robbie’s article on the six cycles of an entrepreneur https://www.robbieswale.com/the-12-minute-blog/2022/8/11/6-cycles-of-an-entrepreneur

- Katie Harvey on The Coach’s Journey Podcast https://www.thecoachsjourney.com/podcast/episode-1-katie-harvey-14000-hours-of-coaching-being-part-of-the-uk-coaching-vanguard-and-being-a-generalist-coach

- The CliftonStrengths Online Talent Assesment https://www.gallup.com/cliftonstrengths/en/252137/home.aspx

- Tim Ferriss and Debbie Millman https://tim.blog/2017/01/12/how-to-design-a-life-debbie-millman/

- Mike Toller https://birkbeckcounsellingassociation.org/therapist/michael-toller-counselling-psychotherapy/

- Nicole Brigandi https://www.nicolebrigandicoaching.com/

- Gallup https://www.gallup.com/home.aspx

- Joyce Campbell http://charisnlp.co.uk/