Dustin Cherry

Top Expert

Head of AI @ Spotify | OpenAI alum | Coaching your breakthrough into top AI

AndMaverick L.L.C.
Successful clients at

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.

Questions?

You can start chatting with Dustin before you get started.

Work with Dustin

Protected by the Leland Experience Guarantee

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/

Dustin also coaches for Build with AI, AI Strategy & Transformation, AI & ML Engineering, AI Careers, AI for Businesses, and AI Productivity & Tooling. View all.

Dustin’s Break Into AI Careers Qualifications

Coaches professionally

Experience level: Executive

100+ Break Into AI Careers clients

Dustin has helped clients get into these companies:

I have led AI and product teams at OpenAI, Spotify, and Coinbase, working across NLP, recommender, and generative systems using tools such as OpenAI API, ChatGPT, Claude, Gemini, Hugging Face, LangChain, TensorFlow, PyTorch, JAX, scikit-learn, Pandas, NumPy, Vertex AI, Azure AI, AWS SageMaker, and custom LLM pipelines. I coach professionals to position themselves as AI-ready talent by designing projects with tools like AutoGPT, Replit, GitHub Copilot, Streamlit, and vector databases such as Pinecone and FAISS. Clients I’ve worked with have launched prototypes, automated workflows, and advanced into roles in applied AI, product, and leadership. A few examples of client projects and results from my coaching include: 1. Helped a senior data analyst transition into an applied AI role using LangChain and GPT-based tools; landed a promotion within six months. 2. Guided a PM into an AI product leadership role at a Series B startup. 3. Coached an engineer through building a generative AI project that led to interviews at Meta.

Dustin can help with:

Cover Letters

Interview Prep

Job Search Strategies

LinkedIn Review

Networking Strategy

Resume

Salary Negotiation

Skill Building

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.