about this event
Test Flight is a two-day, in-person AI Hackathon hosted by Glasswing Ventures at 275 Newbury Street in Boston on September 26 and 27, 2026. One weekend, and $300,000 in compute credits on the line for the team that wins.
The brief is Enterprise-Ready AI. Teams build AI-native solutions to problems enterprises actually have, not AI features bolted onto existing workflows. What gets rewarded is a working product demoed live, with a credible path to deployment and a measurable return.
Compute and engineering support are provided throughout the weekend, backed by AWS, Microsoft Azure, and TensorWave. Meals are covered both days.
Schedule. Saturday: registration and breakfast at 9:30 AM, welcome remarks at 10:00, team formation and compute setup at 10:30, building from 11:30 AM until 8:00 PM. Sunday: doors at 9:30 AM, hard code freeze at 2:00 PM, team presentations from 2:00 to 4:30, awards ceremony 4:30 to 5:30.
Who should apply: technical builders, individually or in teams of up to four. Solo applicants and partial teams are matched with other qualified builders. Admission is by application and reviewed on a rolling basis, so applying early matters. Applications close September 19, 2026. Free to participate.
Apply at https://luma.com/gzpv85yq.
Glasswing Ventures is a Boston-based venture firm with over $450M in AUM, investing in AI and frontier-technology companies at the earliest stages.
tracks
Enterprise-Ready AI
Teams build AI-native solutions to problems enterprises actually have, not AI features bolted onto existing workflows. Rewarded is a working product demoed live, with a credible path to deployment and a measurable return.
when
Saturday - Main Hackathon Day
Registration and breakfast at 9:30 AM, welcome remarks at 10:00, team formation and compute setup at 10:30, building from 11:30 AM until 8:00 PM.
◍ 275 Newbury StSunday - Demos and Awards
Doors at 9:30 AM, hard code freeze at 2:00 PM, team presentations from 2:00 to 4:30, awards ceremony 4:30 to 5:30.
◍ 275 Newbury Sttickets
| tickets | price | Fee | Status | description |
|---|---|---|---|---|
| Free Participation | $0 | Free | Available | Free to participate. Admission is by application, reviewed on a rolling basis. Applications close September 19, 2026. |
prizes
| # | PRIZE | price |
|---|---|---|
| 1st Place | $300,000 in compute credits | $300,000 |