Reboot Podcast Episode Wisdom for Work #19 – Strategic Delegation: Building Trust & Setting Clear Expectations

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.


Virginia Bauman

Virginia Bauman

Reboot Coach & Facilitator

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Ali Schultz

Ali Schultz

Founder, Coach & Facilitator

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Episode Description

Delegation is one of the most essential skills to master as a leader. Done well, it’s the fundamental behavior that impacts the culture, execution, and the bottom line. And, it creates inclusive leaders, flexible businesses, and the fostering of leaders in each seat in the organization.

In this episode, Reboot Coaches Ali Schultz and Virginia Bauman dive into the world of delegation, highlighting the importance of clarity, trust, and accountability in the process. Virginia shares a valuable mental model for delegation, emphasizing the factors of individual readiness and task importance. The pair explore the challenges faced by leaders in delegating tasks and provide valuable insights for both leaders and team members.

Show Highlights

Memorable Quotes:

“I’ve been a recovering people pleaser, still am, for a long time. And so one of the reasons that sometimes I won’t delegate or I’ll get in my own way is I don’t wanna impose on the other person.” – Virginia Bauman

“I think as a leader, you can’t do all the things. It’s about recognizing, okay, my energy is best put here on this pile of stuff or these top three items. And I know that this item needs to get done. I am not the best human to do this, nor is this like the highest and best use of my time or energy.” – Ali Schultz

“When delegation goes well and the communication runs smoothly and everyone’s aligned and it works, trust is reinforced and you kind of put those deposits in the bank.” – Virginia Bauman

“Delegation can be different with each individual on our team because each person in relationship with us is a little bit different. Each person has a different capacity. Each person is better at different things. And so we have to delegate differently.” – Virginia Bauman

“Is the task importance high and the individual readiness high? If so, how do we want to delegate that? And if the task importance is low and the individual readiness is low, how do we want to delegate in that situation?” – Virginia Bauman

“Knowing where the individual readiness of the person is and how important the task is, starts the process. So there’s a little bit of inquiry, there’s a little bit of going inward before we delegate. And that will give us a lot of clarity about how we delegate, what we ask for from the other person, and what we offer in terms of our time, energy, and capacity.” – Virginia Bauman

“I’d like to speak directly to the people who are being delegated to and say, you can use this the same way and you can help manage your leader that doesn’t have the capacity to have this conversation initiated from their side. You can initiate it from yours. Manage up and ask these questions.” – Virginia Bauman

“If we think about building a culture of robust delegation, and autonomy, then there’s a mandate to not only do this well, but model it and give people tools so that it’s accessible.” – Virginia Bauman