Matt Nupen – Building Inclusive Products
I co-founded InsertLearning (1M+ users, Google Top Chrome Extension 2019, acquired 2020) and led product on accessibility tools at Benetech. For the last two years I’ve been shipping AI-powered learning products as an indie builder while teaching high school CS and Business in Duluth.
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.
About
I’ve spent twenty years in classrooms — chemistry, science, computer science, business — and six 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.
Selected work
InsertLearning
Co-founder & CEO, 2014–2020 · Acquired
Co-founded a Chrome extension that turned any webpage into an interactive lesson. Grew to 1M+ users worldwide, bootstrapped to ~$100K ARR profitability, named a Google Top Chrome Extension of 2019, acquired in 2020. Grew through grassroots teacher-to-teacher adoption.
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.
LetsChat AAC
Founder, 2024–present
An AI Chat app for 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 and accessible features built for and WITH young adults with disabilities. Launching in the App Store.
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.
Focus
User research
Talking to 300+ teachers got InsertLearning from zero to 1M users. I like spending time with users and figuring out what they actually need — it’s how I approach most problems, and why I went back to teaching.
Accessibility
WCAG, AAC, switch access, screen readers, assistive technology. My daughter uses some of these every day.
AI in education
Shipping production AI products and running classroom experiments. The classroom is where I sanity-check what I’m building.
Bootstrapped operations
Built a profitable company with no outside capital. Used to making decisions without a budget to throw at problems.
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
Past projects
- InsertLearning — Co-founder/CEO (acquired 2020)
- Mathshare — Senior PM at Benetech
- Imageshare — Senior PM at Benetech
- Cultivate — Indie EdTech R&D, 2021–2024. A PD platform for educators focused on people over content libraries. Validated demand but couldn’t crack stickiness. Shelved in 2024.
- Helper — Classroom help-request tool
- Bridge Home — Teacher-parent email assistant
- 3D Dream Makers Idea Challenge
- Assistive Technology Engineering Class
Side projects
- Duct Tape Truck and Topper Art
- Building a Sauna
- Plant Communicator
- Wheelchair Costumes
Connect
Email: matt.nupen@gmail.com
LinkedIn: linkedin.com/in/matt-nupen/
Twitter: @mattnupen
Thingiverse: Thingiverse.com/Whampus