Reboot Podcast Episode Wisdom for Work #12 – Collective Planning as a Leadership Team – with Andy Crissinger & Jerry Colonna

The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEO’s, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.


Jerry Colonna

Jerry Colonna

Coach & Facilitator, CEO of Reboot

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Andy Crissinger

Andy Crissinger

Facilitator & Director of Coaching

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Episode Description

When considering collective planning as a team, what are the best practices leaders should adopt and what common pitfalls should they avoid?

In this Wisdom for Work, Andy Crissinger and Jerry Colonna share why the actual planning process framework you choose is less important than the interpersonal dynamics among the team. The duo describes how a lack of trust can often undermine even the most thoughtfully designed sessions and illustrate how collective planning, when executed well, can be a tool to strengthen the entire team.

How to: Red-Yellow-Green Check-ins

Show Highlights

“We tend to go right to content and not think about the quality or strength of the container.” – Andy Crissinger

“The tensions associated with planning exacerbate the underlying dysfunctions within the organization.” – Jerry Colonna

“What is the set of objectives that we’re really striving for? What is the optimal outcome we’re going for?” – Jerry Colonna

“By avoiding the conflict or by focusing on the individual’s happiness, you run the risk of having a mess of a process.” – Jerry Colonna

“If you are willing to be brave enough to push up against your impulse for conflict avoidance, to set aside making everybody happy, and lean into the notion of making the process productive, the consequence may be not only do you have a good planning process but you have a strengthened executive team.” – Jerry Colonna

“You can use planning not to exacerbate the tensions and conflicts within the team, but actually to make the team even stronger at the end of the process.” – Jerry Colonna

“The methodologies you use in these planning processes matter less than the interpersonal dynamics.” – Jerry Colonna

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