How Many Times Should You Fight Your Boss?
The Change Signal with Molly Graham
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Discover why emotional "monsters" sabotage change projects, learn the "fight it three times" rule for managing upwards, and understand why grief is the most overlooked emotion in transformation work.
Molly Graham has scaled teams at Google and Meta, and now runs Glue Club for startup operators. She brings hard-won wisdom about the messy human side of change that most leaders pretend doesn't exist.
The conversation digs into why competing visions create "zebra-giraffe" disasters and how to craft clarity that actually sticks. Molly shares her mentor's brilliant approach to influencing stubborn bosses without burning bridges.
What I thought was most powerful? Her insight about work grief. Leaders race ahead to the future while their teams are still mourning what they're losing. It's the marathon effect — you've crossed the finish line while everyone else is still running the race.
Oh, and then there's Bob. Molly's personification of the emotional chaos that comes with any change, good or bad. Once you meet Bob, you'll never look at resistance the same way.
This isn't your typical change management playbook. It's real talk about the loneliness, emotion, and community that make or break transformation efforts.
ABOUT MOLLY:
Molly Graham has built and scaled teams at Google, Facebook (now Meta), and the Chan Zuckerberg Initiative. These days, she leads Glue Club, a leadership development platform for startup operators. She’s known for her honest, deeply human perspective on change, culture, and the emotional side of leadership. Follow her on LinkedIn or her Substack.
