AI Learns to Debrief Pilots + 4 other AI/aviation headlines
By Samuel Chandra · also on Substack
Date (UTC): 2026-03-25
Navi AI just raised $6M to scale AI-powered flight training — I’ve met both cofounders and they’re building something pretty special. The Saab-Cohere partnership caught my eye too; we’ve seen airlines partner with big AI companies before, but a manufacturer embedding LLMs directly into an airborne platform like GlobalEye is different — that gets AI much closer to the core of aircraft technology than we’ve seen. And on the Big AI side, Claude now has full computer use on macOS. AI controlling computers isn’t new — it’s been about 18 months — but coupled with Claude Code’s agentic harness and the latest models, this generation is going to be dramatically more effective than what came before.
Navi AI Raises $6M to Scale AI-Powered Pilot Training Debriefs
Navi AI has raised $6M from United Airlines Ventures, BVVC, and others — including a $1.27M U.S. Department of War contract — to scale its generative AI debriefing platform across flight schools and the military. The system ingests cockpit audio, flight data, weather, and traffic via an onboard orange box, then a domain-specific LLM generates 40-50 key insights per flight aligned to each school’s syllabus — already deployed at Embry-Riddle, Sling Pilot Academy, Purdue, and the USAF Test Pilot School, with ~100,000 flights processed.
Saab and Cohere Partner to Integrate AI into GlobalEye Surveillance Aircraft
Saab signed an MoU with Canadian AI firm Cohere to embed enterprise-grade AI into the GlobalEye airborne early warning platform, targeting data-driven mission support, maintenance tools, and rapid information processing in secure defense environments. The collaboration is tied to Canada’s expected ~$5B procurement of six surveillance aircraft, with benefits extending to existing international GlobalEye operators.
Alphabet’s Wing Drones Launch in San Francisco Bay Area
Alphabet’s Wing will begin drone deliveries in the San Francisco Bay Area this year, marking its first expansion into its home market after operations in North Carolina, Virginia, and Australia. Partnering with Walmart and DoorDash, each drone takes off vertically, cruises up to six miles, and lowers packages via a motorized tether — with Walmart items arriving in around 10 minutes.
NBAA SDC2026: AI and Advanced Air Mobility Reshape Scheduling and Dispatch
The NBAA Schedulers & Dispatchers Conference in Cleveland is hosting a session today on how AI, electric aircraft, and eVTOL infrastructure are transforming business aviation operations. Panelists are covering the eVTOL Integration Pilot Program across 26 states, Part 108 BVLOS rulemaking, and how automation will reshape — not replace — the scheduler and dispatcher role.
Big AI Headlines: Claude Gets Computer Use on macOS
Anthropic launched computer use for Claude on macOS, allowing the AI to open apps, navigate browsers, fill spreadsheets, and submit code — falling back to screen control when no API integration exists. The permission-first agentic approach, paired with mobile task assignment via Dispatch, signals where operational AI is heading: autonomous task completion with human oversight, a model directly applicable to aviation ops workflows from flight planning to maintenance documentation.
Why this matters: From AI debriefing student pilots to drones delivering lunch across Silicon Valley, the through-line is clear — AI is moving from advisor to operator, and the aviation industry is both the proving ground and the prize.
If you need help navigating the safe adoption of AI in your flight operation, then we have you covered. Contact us at admin@deepskyai.com or visit deepskyai.com

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AI-in-aviation updates from a pilot who builds with this technology. Published on Substack.
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