Ollie's Coaching Offerings

AI Recruiting: Start-to-Finish

Expert help on everything from getting the interview to landing the offer.

Starting at $89110h+ of coaching

Advance Your AI Career

Expert coaching to elevate your skills and achieve your artificial intelligence goals.

Starting at $89110h+ of coaching

Nail Your AI Interviews

Crush the interview through mock interviews, personalized feedback, and more.

Starting at $460.355h+ of coaching

Ollie also coaches for Product Management, AI Product Management, AI Productivity & Tooling, and AI for Businesses. View all.

Ollie’s AI Careers Qualifications

Experience level: Manager

Ollie has helped clients get into these companies:

I’m an AI Product Manager at Asana who builds GenAI products for a living — not just talks about them. I work hands-on with AI agents, automation, and real production systems, designing workflows and deploying AI tools that drive measurable impact. I help people break into AI by focusing on the skills that actually get you hired: practical GenAI knowledge, strong problem framing, real use cases, and the ability to apply AI in a business or product setting. If you want to cut through the noise, build real AI credibility, and confidently step into AI-focused roles, I’d love to work with you.

Ollie can help with:

Cover Letters

Resume

Skill Building

Salary Negotiation

Job Search Strategies

Networking Strategy

Interview Prep

LinkedIn Review

Ollie also coaches for Product Management, AI Product Management, AI Productivity & Tooling, and AI for Businesses. View all.

Why do I coach?

I coach because I know how isolating and overwhelming the PM journey can feel, especially when you’re doing everything “right” and still not seeing results. Years ago, I was in the same place: customizing my resume/behavioral stories late at night, doubting my worth after rejections, and trying to rebuild confidence&hope after several burnouts. What changed everything for me was the right mentality and professional guidance — mentors who helped me see my own story differently, reframe my mindset, and show up with clarity and conviction. Now, I want to be that person for others. Coaching, to me, isn’t just about landing a job, it’s about helping you discover your true passion, play to your strengths, and design a practical, achievable path that helps you manifest your vision into reality.

Work Experience

Product Owner

Asana

September 2025 - Present

Building GenAI products

Product Manager

Amazon

July 2021 - Present

Founding PM

Alo7

May 2017 - June 2019

Founding Product Manager

Ollie was also given offers to work at

• 

  Google

Education

Northeastern University

Masters of Science, Computer Science

2019 - 2022

University of Southern California

Masters of Science, edtech

2014 - 2016

Admissions Committee Experience