
Helen Wei
Real-world Product Management Coaching from Startup to Big Tech

Chicago Booth

Dropbox
Available Saturday
Starting at 5:00 PM UTC
Questions?
You can start chatting with Helen before you get started.
Work with Helen
Helen’s Product Management Qualifications
Experience level: Group Product Manager
Product management isn't one-size-fits-all—and neither is career growth. I'm a product leader with 10+ years of experience at Dropbox, Meta, Apple, and Upwork, where I've launched new products, scaled growth businesses, and led AI and platform initiatives that generated hundreds of millions in revenue. I help aspiring and experienced PMs: • Break into product management • Prepare for PM interviews • Navigate stakeholder and organizational challenges • Develop product strategy and execution skills • Earn promotions and grow into senior leadership roles My goal is simple: provide practical, actionable advice tailored to your specific situation so you can make faster progress in your career. Let's build a plan that gets you to your next milestone.
Helen can help with:
AI Roadmap Development
Behavioral Interview Prep
Cover Letters
Execution
Frameworks
General Exploration
Influence & Collaboration
LinkedIn Review
Product Case Interview Prep
Resume Review
Strategy & Vision
Work Experience

Staff Product Manager
Dropbox
2026 - Present
Interviewer

Principal Product Manager, AI/ML
Upwork
2022 - 2026
Interviewer
Driving strategy, product vision, roadmap development and execution for 0-to-1 AI experiences that blend human expertise, LLMs, and agents to streamline SMB workflows and deliver outcomes. Built and scaled new product line to $xxxM ARR with 85%+ MoM customer retention, expanding company's TAM beyond legacy core. Product Design, Stakeholder Management and +30 skills

Group Product Manager, Retail & E-Commerce POS
SpotOn
2021 - 2022
Interviewer
Built and scaled integrated Retail POS, Omnichannel, and E-Commerce platform from MVP to $xxM+ ARR, accelerating Series C-F startup growth Leadership, Product Strategy and +35 skills

Senior Product Manager, Growth
chowbus
2020 - 2021
Interviewer
Led driver and delivery roadmap across meal and grocery verticals; boosted DAU and reliability through predictive dispatching and rapid experimentation & A/B testing of incentive models Leadership, Product Strategy and +8 skills

Senior Product Manager, Payments
Meta (Facebook)
2018 - 2020
Interviewer
Scaled Charitable Giving to $3B+ in payments; launched Fundraiser API, corporate giving, and Instagram Fundraisers to expand impact across platforms and diverse user segments Led annual GivingTuesday GTM, influencing and aligning 100+ XFNs to generate $125M in under 24 hours Leadership, Product Strategy and +35 skills

Client Solutions Manager
Meta (Facebook)
2014 - 2018
Drove enterprise adoption of 0-to-1 mobile ads products; led GTM, consistently exceeded quarterly sales quotas, and drove +600% YoY incremental company revenue Selected for company's global leadership summit as top 1% performer for company-wide impact and cross-functional influence Mobile Advertising, Strategic Planning and +8 skills

Technical Operations Manager
Apple
2012 - 2014
Managed $xxxM nascent mobile ads business; reduced costs 50%+ via PM'ing in-house ad tech development Mobile Advertising, Audience Segmentation and +5 skills

Customer Support Lead
Hulu
2010 - 2012
Education

Chicago Booth
Master of Business Administration - MBA

University of California, Riverside
Bachelor’s Degree, Business Administration-Marketing, Sociology