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Dustin C.

Dustin Cherry

Top Expert

  • AndMaverick L.L.C. Logo

    AndMaverick L.L.C.

  • 5k

    Expert mins

  • 62

    Followers

Available tomorrow

Starting at 5:00 PM UTC

I offer sessions Tuesday through Thursday between 9 a.m. and 3 p.m. Pacific. I keep Mondays and Fridays open for client work and research so I can show up prepared for every session. My calendar tends to fill a bit in advance, so it’s best to book early if you’re planning ahead.

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About

I have spent my career at the heart of applied AI, building products and systems that reach millions. I worked on the early GPT 2 and GPT 3 era at OpenAI, shaped personalization at Spotify, and designed AI driven onboarding at Coinbase. I know how teams hire and evaluate talent because I helped build the systems that do it. As a founder and strategist, I help you cut through confusion and build a clear plan for your next chapter in tech or AI. If you are trying to land your first role or step into a more senior seat, I focus on giving you direction that is practical, grounded, and aligned with how hiring really works. You will walk away with clarity, stronger positioning, and a plan you can actually follow. If you are ready to make real progress, I will help you see the path and step into it with confidence. Check out my website: https://www.andmaverick.com/

Why do I coach?

I coach because my entire career has been shaped by moments when the next step was not obvious. I had to break into competitive roles without a map, and the guidance I received along the way changed my life. I know how hard it is to navigate big transitions alone, and I know how quickly people grow when someone who understands the terrain walks with them. I work with people who want direction, not noise. Coaching lets me share the lessons I learned the hard way and help others move faster than I did. When someone is ready to put in the effort, I give them the clarity, structure, and support that turn potential into momentum. My goal is simple. Help people move forward with purpose and build a future that feels both possible and deeply their own.

Work Experience

AndMaverick L.L.C. Logo

Founder and Chief AI Strategist

AndMaverick L.L.C.

November 2024 - Present

Coinbase Logo

AI Strategy Consultant

Coinbase

January 2022 - May 2024

Interviewer

This was a part-time (10–15 hrs/week) strategic consulting role that I held while at Spotify. AI, Large Language Models (LLM) and +12 skills

Spotify Logo

Head of AI

Spotify

August 2021 - October 2024

Hiring Manager

AI, Large Language Models (LLM) and +20 skills

OpenAI Logo

Content Strategist

OpenAI

September 2016 - August 2021

Interviewer

Executive Messaging , AI and +12 skills

Stripe Logo

Infrastructure Manager

Stripe

June 2013 - May 2016

Interviewer

Content Infrastructure , Product Innovation and +4 skills

Dustin was also given offers to work at

  • phData Logo

    phData

  • Okta Logo

    Okta

  • Anthropic Logo

    Anthropic

  • xAI Logo

    xAI

  • Apple Logo

    Apple

  • Google Logo

    Google

Education

Yale School of Management Logo

Yale School of Management

Executive MBA

2017 - 2020

Vanderbilt University Logo

Vanderbilt University

Bachelor of Science - BS, Cognitive Science

2010 - 2013

Activities and societies: Sigma Alpha Epsilon - Tennessee Nu Chapter

Dustin was also personally admitted to

  • Harvard Business School Logo

    Harvard Business School

  • University of Cambridge Logo

    University of Cambridge

  • Denison University Logo

    Denison University

  • Stanford University Logo

    Stanford University

5.0 average review

12 reviews


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