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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Welcome to Episode 7 of Dolly in My Pocket, where we dive into one of the most overlooked elements of effective collaboration: how we think together.
We often enter meetings with agendas, pre-reading, the right people in the room… but there’s almost never an agreed approach to how we should be thinking and communicating in that space.
In this episode, I introduce two essential modes of thinking:
- Divergent Thinking – expansive, open, idea-generating
- Convergent Thinking – narrowing, critical, decision-making
We explore:
- What goes wrong when teams mix the two without clarity
- How to introduce "thinking objectives" into your meetings
- Why this approach increases both creativity and efficiency
- How personality types naturally lean towards one mode — and how to flex between them
If you’ve ever felt frustrated in meetings where ideas get shut down too fast - or where nothing ever gets decided - this is the tool you didn’t know you needed.
57 episodes
