EPISODE · Oct 8, 2025 · 21 MIN
AI is Flattening Companies with Fewer Bosses, Bigger Teams
from Inside Job · host Inside Job
Managers are juggling 20–30 reports, one-on-ones are drive-bys, and "office hours" are replacing mentorship. We unpack whether AI is the accelerant: which tasks it's automating (performance reviews, expense approvals), why public markets love lean orgs, and how to stay visible when your boss is underwater. Playbooks for managing up, narrating your wins, and getting coached in a flat org. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Podcast Leah Ova Follow Leah on TikTok Editorial: Brooks Borden Matt Sunbulli Ken Wendt Senior Audio Engineer: Ken Wendt Research: Zaid Safe Matt Sunbulli Aaron Calafato
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AI is Flattening Companies with Fewer Bosses, Bigger Teams
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