John Blessing

Picture of John Blessing
As the Chief Outsiders Chief Sales Program Manager and CSO, John is an accomplished leader who consistently builds success in growth and turnaround situations in a variety of industries, including professional and financial services, retail, and SaaS. He turns around poor performance and accelerates growth by building and executing strategic sales programs. He also drives sales and operations alignment to deliver breakthrough revenue. With experience in several industries, John offers perspectives not hindered by industry-specific paradigms.
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Recent Posts

How to Develop Future C-suite Leaders: A Guide for Mentoring and Succession Planning

How to Develop Future C-suite Leaders: A Guide for Mentoring and Succession Planning

Fri, Apr 10, 2026 | Posted by Anka Twum-Baah

 

Executive Takeaways

  • Succession gaps quietly erode growth, value, and decision speed.
  • Strong companies treat succession as a continuous leadership discipline.
  • A 1/3/5-year talent map builds a visible, scalable leadership pipeline.
  • Sponsorship, mentoring, and coaching turn potential into ready leaders.

Ambition is the easy part. The real question is whether your company’s future CEO’s, CFOs, COOs, CMO’s and CROs are already growing inside the business long before you need them.​

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