Kent Wills

Peopling

Building AI to uplevel Managers and ICs

#957939765 followers 2 following

About

Engineering leader, coach, and builder obsessed with the conversations most people avoid.

Badges

Tastemaker

Gone streaking

Gone streaking 5

Maker History

PeoplingPractice difficult conversations before they happen
Mar 2026

🎉

Joined Product HuntMarch 17th, 2026

Forums

p/peopling

•

1mo ago

New Scenarios?

Right now we have scenarios covering things like giving hard feedback, managing up, and pushing back on scope creep, and more. But I'm building out the next set and I'd rather build what people actually need than guess.

So: what's the conversation you keep putting off?

What's the one you replayed in your head after it went sideways?

•

2mo ago

Peopling - Practice difficult conversations before they happen

Most managers learn to have hard conversations by having them badly. Peopling gives you a private space to practice.AI-powered voice roleplay for the conversations that actually matter: the feedback you've been avoiding, the alignment talk you keep rescheduling, the 1:1 that's quietly going sideways. Built by a coach who's worked with engineers and managers across Stripe, Netflix, Roblox, Headspace, and more. Less theory. More reps.