Pillar 04 · Biweekly, In Person or Virtual

1:1 Mentorship

— matched with someone who's been here

A senior tech professional who's been burned out, done the work to recover, and is willing to tell you the truth about what helped. 30 minutes, every two weeks, for as long as it's useful.

Get Matched  → How matching works
What it is

A third kind of conversation.

Therapy helps you understand the past. Your manager helps you ship the next thing. But there's a third conversation almost no one in tech has — with someone who's been in the seat you're in now, came out the other side, and will tell you the unvarnished truth about what actually helped.

That's mentorship. Not coaching (we're not selling a framework). Not therapy (we're not your clinician). Just a 30-minute biweekly conversation with someone who knows the patterns because they lived them.

1:1
Matched Pair
30 min
Session Length
2 wk
Cadence
6 mo
Initial Pairing
How matching works

Four steps. About two weeks.

Mentorship only works if the pairing is right. We invest real time upfront so you and your mentor land in a conversation that's worth your 30 minutes.

01

Tell us where you are

10-minute intake about your role, your industry, and the kind of support that would help most right now.

02

We propose a match

Within 7 days. Brief bio, why we picked them, and a sample of their voice. You can say no and we'll re-match.

03

15-min intro call

Chemistry check, no pressure. Either of you can call it after, no awkwardness, and we'll find a different fit.

04

Begin biweekly

30 minutes every two weeks. Standing time on your calendar. You drive the agenda. They bring the questions.

Who your mentor is

Senior tech professionals who've been there.

Every Reboot mentor has lived through burnout (often more than once), done the recovery work, and is now working sustainably in a senior role. They're vetted, trained on peer-mentorship principles, and they go through their own quarterly review with us.

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Sample Profile

Staff Engineer · Late-stage SaaS

"I burned out my second year at a unicorn. Took six months off and rebuilt my whole relationship to on-call. Mentoring is how I pay that forward."

15+ years experience. Backend, distributed systems. Available for engineers and engineering managers.

D
Sample Profile

Director of Design · Series-C

"The version of me from three years ago didn't think this kind of recovery was possible without quitting the industry. I'm proof it is."

12+ years experience. Design leadership, scaling teams. Available for designers and design managers.

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Sample Profile

Founder · Two-time

"Founder burnout is its own beast. I help people decide what's burnout, what's their company, and what's just hard."

One exit, one current company. Available for founders, exec leaders, and senior PMs.

Mentorship isn't therapy

A clear scope. Honest boundaries.

Mentors do…

  • Share what they tried and what worked (and what wasted their time).
  • Ask the questions you've been avoiding asking yourself.
  • Help you weigh the calls only you can make — stay, leave, scale back, pivot.
  • Hold space without performing or rescuing.
  • Refer you to a clinician when that's what's actually needed.

Mentors don't…

  • Diagnose or treat clinical conditions. They are not your therapist.
  • Manage your career or open doors at their company. No quid pro quo.
  • Critique your code, design, or deliverables. That's not the conversation.
  • Tell you what to do. You're the expert on your life.
Frequently asked

The questions almost everyone asks.

Say so. After your 15-minute intro call — or any session in the first 30 days — you can re-match with no awkwardness. We'd rather know early than have you ghost a relationship that wasn't right.
Yes. Mentors sign a confidentiality agreement before they're paired with anyone. We don't track what's said in sessions and we don't ask. The only exception is if someone reports safety concerns, in which case our standard escalation kicks in.
We screen for direct competitor and same-company conflicts before matching. If something emerges later (e.g., a merger or your mentor's company suddenly becomes a competitor), we'll re-match within 2 weeks.
Yes — tell us in the intake and we'll do our best. Many people specifically want a mentor who shares an identity dimension that has shaped how they experience burnout in tech (gender, race, immigration status, parenting status, etc.). We honor those requests.
Founding pricing during waitlist: $200/month for biweekly 30-min sessions. Sliding scale available — there's always a small reserved pool of fully subsidized pairings funded by Workshops revenue.
Initial pairing is 6 months, renewable. Most pairings continue for 9–12 months. The best ones eventually become peer relationships, with mentees becoming mentors themselves down the line.

You don't have to figure this out alone.

10-minute intake. We propose a match within a week. The first call is free, no commitment.

Start Matching  → Take the Check-In first
Pay it forward

When you're ready, become one.

Most of our mentors started as mentees. If you've done the work and are working sustainably now, you may be exactly the mentor someone needs.

Apply to Mentor  →
Explore the other pillars

Four ways to rebuild.

Pillar 01 · 8-Week Cohort

Rebuilder Circle

A small group of 6–8 professionals, meeting weekly for 8 weeks. Trained facilitators, honest conversations.

Learn more →
Pillar 02 · For Teams

Workshops

Half-day sessions for engineering and product teams. Real tools, real tech case studies.

Learn more →
Pillar 03 · Drop In

Office Hours

Weekly open hours at every chapter. No agenda. Coffee, conversation, and people who get it.

Learn more →