
Andrew Quillen
Former OpenAI Hiring Manager & Interviewer | Head of AI at Spotify | Founder, AndMaverick

Yale School of Management

OpenAI
Successful clients at




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About
Most advice about breaking into AI comes from people who have never been responsible for hiring the people they are advising. They can tell you how to prepare for an interview. They have considerably less to say about what happens on the other side of the table. I have been on that side of the table. I was an Interviewer and Hiring Manager at OpenAI during the early GPT-2 and GPT-3 era, and later served as Head of AI Product Experience and a Hiring Manager at Spotify. I have also advised Coinbase on AI strategy and, through my consulting firm AndMaverick, worked with organizations including Blackstone, Microsoft, JPMorgan Chase, and the governments of Australia and New Zealand. That experience gives me a perspective on AI careers that extends well beyond recruiting. I understand how AI teams are built, what companies actually need from the people they hire, and how expectations change as you move from individual contributor to senior leadership. I work with people at different stages of their careers, from ambitious candidates trying to enter the industry to experienced professionals pursuing senior AI roles. Some need to understand why they are not getting interviews. Others are already interviewing at exceptional companies and want to know what separates a good candidate from someone a hiring manager is prepared to fight for. And some are making much larger decisions about where their careers should go next. I am interested in those conversations. I enjoy getting into the details, challenging assumptions when they deserve to be challenged, and helping people see opportunities they may have overlooked. I have coached more than 100 professionals, including people who have gone on to opportunities at some of the most competitive companies in AI. I take that work seriously, and I bring the same judgment and attention to an individual coaching conversation that I bring to advising an organization. I do not manufacture urgency, chase prospective clients, or turn a single conversation into an unnecessary engagement. You are paying for my perspective, and I intend to make that worth your time. And if I think you do not need me, I will tell you that too. www.andmaverick.com
Why do I coach?
There were points in my career when I genuinely did not know what the next move was. A handful of people gave me something far more valuable than encouragement: their judgment. They told me what they saw, what I was missing, and where I had more opportunity than I realized. Some of those conversations changed my life. I coach because I know what that kind of access can be worth, and I do not think access to it should always depend on what someone can afford. Some of the people I most want to help may never pay me anything. Paid or not, the deal is the same. I will tell you what I think, bring everything I know to the conversation, and trust you to decide what to do with it.
Work Experience

Founder and Chief AI Strategist
AndMaverick
November 2024 - Present
Founder and Principal AI Consultant at AndMaverick, advising global enterprises, financial institutions, and government organizations on AI strategy, product development, and executive decision making. My client portfolio includes Blackstone, Microsoft, JPMorgan Chase, Mayo Clinic, and the governments of Australia and New Zealand. I work directly with senior leaders to evaluate emerging AI capabilities, navigate complex technology decisions, and translate AI opportunities into practical business strategy.

Strategic Advisor
Coinbase
January 2022 - May 2024
Interviewer
Advised Coinbase from 2022 to 2024, through the collapse of FTX, an unprecedented crisis of confidence in cryptocurrency, and an increasingly difficult regulatory environment. Worked with leadership on consequential decisions about the company's future, helping navigate a period when trust, sound judgment, and the ability to adapt mattered enormously.

Head of AI
Spotify
August 2021 - October 2024
Hiring Manager
At Spotify, I led AI Product Experience and made hiring decisions for the teams building it. If you're competing for an AI role that could change your career, bring me your candidacy before you bring it to the hiring committee. I'll tell you what I'd believe, what I'd challenge, and what would make me choose you over someone else.

Head of Content Strategy
OpenAI
October 2019 - August 2021
Hiring Manager
I was Head of Content Strategy and a Hiring Manager at OpenAI during the GPT-2 and GPT-3 era, before the company became a household name. I was inside the organization helping shape the future of AI while making decisions about who belonged on the team. If you're pursuing a career at OpenAI, Anthropic, or another leading AI company I can tell you where you're compelling, where you're vulnerable, and what I'd need to see before putting my name behind you.

Product Architect
OpenAI
September 2016 - August 2019
Interviewer
I joined OpenAI during its formative years, helping translate emerging AI research into products and real-world applications. Served as an interviewer, evaluating candidates for one of the most technically ambitious organizations in the industry, with firsthand responsibility for assessing the talent helping build its future.

Engineering Manager, Infrastructure
Stripe
June 2013 - May 2016
Interviewer
Andrew was also given offers to work at
OpenRouter

Anthropic

Kraken
Mistral AI

Databricks

xAI
Safe Superintelligence

Moonshot AI
DeepSeek
Education

Yale School of Management
Executive MBA
2017 - 2020

Vanderbilt University
Bachelor of Science - BS, Cognitive Science
2010 - 2013
Activities and societies: Sigma Alpha Epsilon - Tennessee Nu Chapter
Andrew was also personally admitted to

Harvard Business School

University of Cambridge

Denison University

Stanford University
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Andrew has helped Leland clients get into Stanford Graduate School of Business
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