Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
This package is for individuals who want full support from someone who has worked across real applied AI teams. I guide you through every stage of your search with clarity and intention. This includes your strategy, your story, your role alignment, your interview preparation, and your decisions as you move through offer stages. You get steady partnership throughout the process and a calm, informed perspective when choices start to matter. My background in AI product and hiring helps me give guidance that is practical, honest, and aligned with how teams make decisions. The goal is to help you move with confidence, reduce uncertainty, and show up as someone who is prepared for the opportunities ahead. If you want consistent support, thoughtful feedback, and a structured path from the beginning of your search through your first months in a new role, this package is built for that level of depth.
All deliverables from O’Hare Scare
High level preparation for technical and product interviews
Strategy support during offer stages, including negotiation guidance
A reference or recommendation when appropriate
Weekly check ins for your first month after landing a role
Monthly check ins for ongoing growth and alignment after that
Coaching delivered via live sessions and .
I keep the process simple and personal. We start with a focused live session where I learn your background, your goals, and the direction you want to move in. From there, I build a clear plan and help refine your story so it connects with recruiters and hiring teams. Between sessions, you have direct async access to me for questions, feedback, and small adjustments as you make progress. I move with intention, I give honest direction, and I make sure you always know your next step. The goal is to bring clarity, structure, and steady support without making the process more complicated than it needs to be.
You are getting my time and my mind at their highest level. I keep communication tight and intentional, and I respond within a day unless we plan otherwise. Sessions are scheduled with notice so we can do real work, not scramble. Your progress depends on you following through on the steps we set, and I will hold you to that. I cannot promise any company’s decision, but I can promise you will walk in more prepared, more confident, and more strategically positioned than your competition.
Services included:
Interview Prep
LinkedIn Review
Cover Letters
Salary Negotiation
Resume
Job Search Strategies
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Get help with Interview Prep, Skill Building, and .
Andrew also coaches for AI for Businesses and AI & ML Engineering. View all.

Joined September 2025
5.0
Head of AI @ Spotify | OpenAI alum | Coaching your breakthrough into top AI
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.
20h of coaching