COO of Headspace: Why You Should Re-Recruit Yourself
What does it take to lead through 15 years of pivots, mergers, layoffs, and massive growth— without losing your people (or your mind!) along the way? Annie Riley sits down with Karan Singh, co-founder of Ginger and COO of Headspace, to unpack why great managers win people over through curiosity and genuine connection, how managers need to learn to ride the “J-curve” of change, and why everyone should re-recruit themselves to their role.
Timestamps:
00:00 Meet Karan Singh
04:30 Learning to manage on the fly
07:20 Winning people over
09:25 The mindset for surviving startup chaos
12:01 The j-curve of change
14:41 Speed vs. Space: giving teams time to process change
18:32 Healthy departures
22:24 Creating a “Next Play Plan”
26:49 Why you should re-recruit yourself
38:52 Rethinking PIPs: What most people get wrong
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Best Manager Ever
Best Manager Ever reveals the secrets of successful management and empowers leaders to build winning teams. Join a community dedicated to sharing insights and stories from the most successful and beloved leaders in the startup world. All guests have been nominated as the “best manager ever” by a recent direct report. Before each interview, we go behind the guest’s back to collect feedback and stories from their team about what they’re *actually* like to work for. Then we sit down with the guest to unpack that feedback and to dig into their leadership playbook and lessons learned. Tune in, learn from the experts, and enhance your management skills while building meaningful connections throughout your career.
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- Número de episodios: 57
- Último episodio: 2026-05-06
- Economía y empresa Profesiones Administración
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