honest club

Honest coaching for people who are stuck.

👋 Hey, I'm Andrew, a product design leader turned professional life and career coach.
I help people grow from the inside out and live a more fulfilled life.

Book a free discovery call

25-minute call. No pitch.

Who I coach

People ready for honest growth

I work best with people who feel things deeply. Big emotion is not a problem to be managed here, it is the material we work with. It is what lets us get past the tidy version of the story and into the kind of change that actually holds.

Coastal hills meeting the ocean

Designers & creatives

Designers, leaders, and creative folks ready to grow with intention.

Coaching for designers
A path through misty hills

People in transition

Switching teams, stepping into leadership, or sensing it's time for something new.

Career coaching
A coastal sunset with a bird in flight

Anyone needing a champion

Looking for someone in your corner who actually listens.

Leadership coaching
What I offer

Ways to work together

Coaching runs one on one, in a small group, or inside a company. With the packages, the difference is not how hard but how far you want to climb. We work pricing out together on the call.

One on one, over time

Short path: 1 to 3 months

The Landing

Short, focused work on one specific thing. A transition, a decision, a change you can feel coming.

Book now
Longer growth: 3 to 12 months

The Summit

The long climb. Not one decision but the whole shape of how you work and live.

Book now

Groups and companies

In person, in San Francisco

Honest Sessions

Morning coffee, a simple lunch, or an early dinner, depending on the session. A small group, a structured conversation, and the transition you are actually in the middle of. Tickets stay at five dollars or less.

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For companies, founders, & teams

Coaching inside your organization

The people carrying the most have the fewest places to be honest. I become that place. Clearer decisions and fewer quiet exits tend to follow.

Email for info
What I believe

How I show up for you

Misty rolling hills
01. Honesty

Real talk over polished talk

We tell the truth about what's working, what isn't, and what you actually want.

A quiet path leading to the ocean
02. Listening

I listen first, then I support

I slow down to hear what you're saying, and what you're not. Then I walk alongside you.

Tall redwood trees
03. Inner work

The outside follows the inside

Roles and titles shift when something inside shifts first. We start there.

Soft green Japanese maple leaves
04. Champion

I'm in your corner

I root for you, push back when it helps, and remind you who you are.

The path

What the work looks like

  • 01

    A free 25-minute call

    No pitch and no prep. We talk, you get a feel for how I work, and you decide whether it lands.

  • 02

    We get honest

    We choose the shape, short or long, and start saying the true things out loud, including the parts you have been carefully talking around.

  • 03

    The change holds

    Roles and titles shift when something inside shifts first, so we stay there until you can hear yourself clearly without me.

Twenty-five minutes, no cost, and you get a real session out of it. We will talk through packages and pricing there too.

Book a free discovery call
About me

Hey, I'm Andrew

Andrew Tolentino, life and career coach, in San Francisco

I've spent about twenty years in product design, the last five or so leading teams, mentoring designers, and helping people grow into the work and lives they actually want.

I'm a professionally trained life and career coach and a Co-Active Practitioner (CAP). It's a coaching method that's curious, direct, and human, and it fits how I already work.

Outside of coaching, I'm a deeply creative person. I run Cake Therapy, my home bakery, and spend time throwing pottery and shooting film photography. Making things keeps me curious, and it shows up in how I coach.

There is a longer version of how I got here, and why I left my job to do this.

  • Co-Active Practitioner (CAP)
  • 20 years in design, 5+ leading teams
  • Baker, potter & photographer
  • Based in San Francisco
Read my story

Want to chat?

Free 25-minute call, and no pitch. It doubles as a sample coaching session, so you leave with something either way. We will talk through packages and pricing there too.

Book a free discovery call