Matt Nupen
Product Management · Accessibility & EdTech · AI for Learning
I’m a product manager building products that make the world more inclusive — in edtech and beyond. I do my best work on small teams: early-stage startups and scrappy teams inside larger organizations.
Currently looking for: Head of Product, Director of Product, or Senior PM at a mission-driven edtech, accessibility, or AI-for-learning company. Remote from Duluth, MN — open to relocating for the right role.
1M+
Users served
15 yrs
In classrooms
10 yrs
Building product
~$100K
Bootstrapped ARR
About
I’ve spent fifteen years in classrooms — chemistry, science, computer science, business — and ten years building products. The two threads have always run together: I built InsertLearning while teaching, and I’m building LetsChat and VisSched while teaching now.
Both of my recent launches came directly from problems I watched students hit in my own classroom this year.
Accessibility is the thread that runs through most of my work. I’m the parent of a non-verbal daughter who uses a wheelchair, and a lot of what I’ve built — from Mathshare and Imageshare at Benetech to LetsChat now — comes from that.
Featured work
Zero to 1M users
InsertLearning
Co-founder & CEO, 2014–2020 · Acquired
Co-founded a Chrome extension that turned any webpage into an interactive lesson. Talking to 300+ teachers got it from zero to 1M users, growing through grassroots teacher-to-teacher adoption.
Result: 1M+ users worldwide, bootstrapped to ~$100K ARR profitability, Google Top Chrome Extension of 2019, acquired in 2020.
Accessibility
Benetech: Mathshare + Imageshare
Senior Product Manager, 2019–2020
Led product on two accessibility tools serving students with disabilities at a Palo Alto nonprofit. Applied WCAG throughout, ran efficacy studies with real students, and shipped features informed by field testing in classrooms.
AI for learning · Now
LetsChat AAC
Founder, 2024–present
An AI chat app built for teens with disabilities. This iOS app is a fun, judgment-free place to practice communicating with AI characters. Four accessible input modes, TTS with karaoke-style highlighting, and a variety of other inclusive features built for and WITH young adults with disabilities. Launching in the App Store.
AI for learning · Now
VisSched
Solo build, 2026
Free, account-free visual schedule and class timer for K-12 classrooms. Built from a problem I watched repeatedly in my own classroom. Evidence-backed and aligned with UDL and CASEL frameworks.
What I’m looking for
- Role: Head of Product, Director of Product, Principal or Senior PM
- Stage: Seed to Series B preferred; established companies welcome
- Mission: Edtech, accessibility, AI for learning, social good, public sector
- Location: Remote from Duluth, MN — open to relocating for the right role
Beyond work
Writing: I write about product, education, and accessibility on my blog.
Jackpine Print: A father-son shop in Duluth making one-of-one cut-vinyl designs sketched from customers’ adventures — each design serialed, cut once, and retired forever. jackpineprint.com
Making: Building a sauna, wheelchair costumes, duct-tape truck art, and 3D designs on Thingiverse.
Connect
Email: matt.nupen@gmail.com
LinkedIn: linkedin.com/in/matt-nupen/
Twitter: @mattnupen
Thingiverse: Thingiverse.com/Whampus