Sara Fenn. Book a 30-min intro →
Sara Fenn
about sara

Twenty years of watching what works. And what doesn’t.

I’ve spent twenty years inside HR — big-machine HR at Microsoft, IPO-era HR at Redfin, APAC HR for a multinational based in Shanghai, and now People & Culture work at Stitch Fix. I’ve sat in a lot of conference rooms during a lot of hard moments.

What I noticed, over and over, is that the leaders I admired most weren’t the ones with the cleanest frameworks. They were the ones who could stay in a hard conversation without flinching. Who listened longer than was comfortable. Who refused to be either cold or performative.

That’s the work I do now. I help leaders practice being themselves — on purpose — in the rooms that actually matter. I don’t have a 7-pillar model. I have twenty years of having watched what works, and a real curiosity about what you’re trying to do.

I’m also a person who has made real mistakes as a manager. I’ve had the hard feedback land wrong. I’ve been the boss who avoided the conversation I should have had six months earlier. I bring all of that into the room with us, not as confession, but as evidence that this stuff is genuinely hard — and genuinely learnable.

— Sara

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credentials & background

The resume, for the record.

Microsoft

HR Leadership

10+ years, global teams, complex org design

Redfin

HR at IPO-era scale

Built people systems through hypergrowth

Stitch Fix

People & Culture

Current — APAC integration, people ops at scale

Shanghai

APAC HR Lead

Two years running cross-cultural people work across time zones

ACTP / ICF

Certified Coach

Accredited Coach Training Program, International Coaching Federation

Portland, OR

Based here

Work with leaders globally, in-person for Portland-area clients

what i believe

The convictions behind the work.

Listening is leadership.

Most coaching is people waiting to speak. I don’t do that.

Dignity is not a deliverable.

Hard feedback, performance moves, painful goodbyes — all possible with dignity intact.

Hard conversations make a team softer.

The conversation you’re avoiding is the one hollowing out your team.

Frameworks are for slides. Not for people.

You don’t need a 7-pillar model. You need to try the thing this week and look at what happened.

ready when you are

Thirty minutes. No agenda required.

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