The Goldilocks Dilemma in Senior Leadership with Oliver Johnston

The Goldilocks Dilemma in Senior Leadership with Roxanne Derhodge and Oliver Johnston

In senior leadership, how do you decide what your best-before date is?

Quote: “When does the golden ladder become the golden hamster wheel?” Oliver Johnston

As senior leaders, we work hard to claim our place in the company and do our best to create a good environment for those whom we work with, but how do we know when it’s time to let someone else take over the reins? Senior leaders can step out too early, and they can step out too late.  Getting it just right isn’t as easy as it might seem. On this episode of Authentic Living with Roxanne, we welcome (all the way from Belfast, Ireland) the Founder of Stepping Out from the Top, Oliver Johnston, to share his ideas and expertise on offboarding for senior leadership and the support that may be required for this significant career and life transition.

This was such a great interview packed with so much interesting information that we decided to turn it into a 2-part series. Be sure to tune in again next week for part II.

Oliver Johnston is the Founder of Stepping Out from the Top Team. Stepping Out is a specialist coaching practice that helps senior leaders step out from the executive suite successfully. In December 2020, Oliver retired from his professional coaching practice in order to concentrate solely on leading the Stepping Out practice. He is an accredited Stepping Out Coach and a highly experienced top team advisor and facilitator. 

Watch the podcast here: The Goldilocks Dilemma in Senior Leadership with Oliver Johnston

Listen to the podcast here: The Goldilocks Dilemma in Senior Leadership with Oliver Johnston

Authentic Touch Points:

  • Oliver’s 2nd encore career. 2:00
  • What is The Goldilocks Dilemma? 4:30
  • How do you know when it’s time? 10:30
  • Exploring options to transition. 18:30
  • Arrivals and departures. 27:00
  • How companies prepare for succession. 31:00

Oliver was a highly successful business consultant with an international reputation in change, organizational and leadership development. He has extensive experience working in a wide variety of sectors, including accounting, banking and finance, academic and research, law, consulting, IT, pharmaceuticals, engineering & manufacturing, food & beverage, retailing, public service & administration, energy & utilities, transport & logistics. Oliver’s passion is supporting senior leadership as they think, plan and execute their journey from the top team to the exit door and move on to new adventures.

As I offer executive coaching, I encourage leaders to reach out for guidance about presenting their authentic selves to develop an improved workplace for everyone with less conflict. 

Click here to contact me at your convenience, or click here to Chat with Roxanne!

Take our online quiz to rate your authenticity as a leader!

Stay Authentic,



Oliver’s website
Click for Oliver’s Report
Oliver’s LinkedIn profile
Roxanne’s LinkedIn profile
Roxanne’s email:
Chat with Roxanne

Roxanne’s previous podcasts

Related Articles

Authentic Living With Roxanne!

Start Living Authentically

Join Roxanne & Her Featured Guest Each Week To Discuss How to Live Authenically

Spend Some Personal One-on-One Time With Relationship Expert Roxanne Derhodge

Book Your Time Today