/Companies

Overwatch AI

Techstars '25

Barcelona, ES · Founded 2024 · 5 employees on LinkedIn · 6 known investors

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Overwatch AI develops AI tools for airline operations. The company applies machine learning to support frontline aviation challenges.

Also known as Overwatch AI Corp.

Founders & leadership

Overwatch AI was founded in 2024 by Nikita Kaeshko.

NK
Nikita KaeshkoFounder
LKLeo Kotil
Leo KotilCo-founder & CEOLeo Kotil worked as an airline pilot before founding Overwatch AI, which develops specialized AI software to improve information management and compliance for knowledge-intensive operations.

Investors · 6

Also in the syndicate · 3

Alex BrookerDavid BennettPegasus Innovation Lab

Funding

SEC filings, press & company announcements

$3.2M disclosed across 2 rounds · 2025–2026

▶$1.7MraisedSep 2026 · 12 investors · Other
Rule 506(b)
Officers, directors & promoters on the filing
  • Leo KotilExecutive Officer, Director
  • Nikita KaeshkoDirector
Offering amount
$1.7M
Amount sold
$1.7M
First sale
Aug 2025
Incorporated
Corporation, Delaware, 2024
Federal exemptions
06b
Full filing on SEC EDGAR ↗

Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.

Company profile

researched Sep 2026

Overwatch AI is an aviation technology company that develops an AI-based operational intelligence and decision-support platform for airlines. Its product, Wingman, ingests and unifies airline data sources — including operating manuals, maintenance and aircraft records, flight data and external feeds such as weather and NOTAMs — and makes them queryable in natural language so that pilots, cabin crew, ground and ramp staff and operations control centre teams can retrieve information relevant to technical issues, airport and airline requirements, and weather assessments. Answers are grounded in official documentation or data and sourced, and the platform includes continuous automated evaluations intended to detect hallucinations and non-compliance.

The platform is distributed across mobile, tablet and desktop, including for low-bandwidth environments, and provides managers with analytics on knowledge gaps, compliance and return on investment. The company positions the product around reducing the time frontline aviation workers spend searching across fragmented legacy systems, which it describes as more than 30 minutes per shift on average. It is headquartered in Barcelona, Spain, and reports live use across multiple airlines.

Founding story

Co-founders Leo Kotil, a commercial airline pilot who moved into aviation software innovation, and Nikita Kaeshko, a technology entrepreneur who worked on self-driving products in the United States, met through the Y Combinator community in 2023. Kotil's experience navigating over 12,000 pages of flight manuals and checklists, and Kaeshko's observation of frontline workers in enterprise self-driving deployments struggling with procedural documentation, led them to identify a shared problem. After more than 70 customer conversations they concluded frontline professionals needed an AI copilot that works offline, is tailored to their industry and keeps sensitive data on-premises or on-device, and founded the company in 2025 to build it.

Business model

Overwatch AI sells its Wingman platform to airlines as enterprise software, deploying it to frontline operational teams and airline management, with security-oriented deployment that leaves customers in control of proprietary data. Company materials also reference on-premises or on-device handling of sensitive company data.

Traction

The platform is in live use across multiple airlines, supporting more than 30,000 flights per month. Reported outcomes include 6.6% crew productivity increase, a 4.6x increase in compliant decision-making, roughly 150 hours saved per team member per year and up to $4M in annual savings per airline on average, as well as a stated 10x annual ROI and 53% higher accuracy than generic AI. Pegasus Airlines has begun using the platform in its operations.

Latest developments

In May 2026 Overwatch AI closed a $1.5M pre-seed round from United Airlines Ventures, Baobab Ventures, Pegasus Innovation Lab and Masia, plus angel investors David Bennett and Alex Brooker, to be used to grow the team, expand platform capabilities and roll out to additional airline customers. In the same month Pegasus Airlines announced its collaboration with the company and that it had begun using the platform operationally.

▸Full profile — market position, technology, go-to-market, geography, history, risks & controversies

Market position

Overwatch AI positions itself as an aviation-specific alternative to general-purpose assistants such as ChatGPT or Copilot, claiming higher accuracy on airline operational questions than generic AI. It reports use across multiple airlines and more than 30,000 flight operations per month, and counts United Airlines Ventures and Pegasus Innovation Lab among its backers.

Domain specialisation in aviation operations, answers grounded in and traceable to official airline documentation and data, continuous automated evaluation for accuracy and compliance, offline and low-bandwidth deployment for frontline environments, and customer control over proprietary data.

Technology

Wingman is a full-stack AI platform combining data ingestion and unification of unstructured and structured aviation data (manuals, maintenance records, flight data, weather and NOTAM APIs), a natural-language query interface with sourced answers grounded in official documentation, automated continuous evaluation and monitoring against public and proprietary benchmarks to mitigate hallucination and non-compliance risk, multi-device distribution including low-bandwidth environments, and analytics for managers. The founders have described a design goal of offline operation and keeping sensitive customer data on-premises or on-device.

Go-to-market

The company markets directly to airlines through demo requests on its website and works with airline innovation arms; Pegasus Innovation Lab, the Silicon Valley-based innovation unit of Pegasus Airlines, both collaborates with the company and participated in its pre-seed round. It also participated in Techstars (2025 class), whose startup spotlight channel covered the company.

Airlines and their frontline and operational staff: pilots and flight crew, cabin crew, maintenance engineers, ground and ramp operations personnel, and operations control centre (OCC) and operations managers.

Geography

Headquartered in Barcelona, Spain, with airline deployments described as global; the company works with Türkiye-based Pegasus Airlines via its Silicon Valley-based Pegasus Innovation Lab.

History

The company was founded in 2025 by Leo Kotil and Nikita Kaeshko (Techstars 2025 class) and published its founding rationale in a June 2025 blog post. In May 2026 it announced a $1.5M pre-seed round and Pegasus Airlines publicly disclosed a collaboration under which it had begun using the platform in operations.

Risks & controversies

Published performance figures — including productivity gains, compliance improvements, ROI and annual savings — originate from the company and its funding announcement rather than independent verification. Third-party aggregator listings for the round differ from primary reporting on amount and location, and the company name overlaps with unrelated businesses using "Overwatch".

Compiled by commissioned research from 9 cited public sources — announcements, filings, and press listed under research sources below.

Key figures

latest reported
Accuracy improvement vs generic AIJan 202653%
Annual ROIJan 202610x
Average annual savings per airlineMay 2026$4M
Crew productivity increaseMay 20266.6%
Flights supported per monthMay 202630,000 flights/month
HeadcountAug 20265
Increase in compliant decision-makingMay 20264.6x
Time saved per team memberMay 2026150 hours/year

Company-reported or press-reported figures, each dated to when it was claimed — not independently audited.

Related companies · 4

Companies working in the same space as Overwatch AI.

Timeline · 2

launches, deals, and filings
May 2026
Pegasus Airlines collaborates with Overwatch AI and adopts the platform

Pegasus Innovation Lab, the Silicon Valley-based innovation unit of Pegasus Airlines, announced a collaboration with Overwatch AI, and Pegasus stated it had begun actively using the natural-language operations platform within its operations.

source ↗

May 2026
Overwatch AI closes $1.5M pre-seed round

Overwatch AI announced a $1.5M pre-seed round backed by United Airlines Ventures, Baobab Ventures, Pegasus Innovation Lab and Masia, with angel investors David Bennett and Alex Brooker. Proceeds are earmarked for team growth, expanding operational platform capabilities and deployments with additional airlines.

$1.5M source ↗

Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.

In the news

▸Research sources · 9

primary sources listed

9 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does Overwatch AI do?
Overwatch AI builds Wingman, an AI decision-support platform for airline operations and frontline aviation teams.
Who founded Overwatch AI?
Overwatch AI was founded by Nikita Kaeshko in 2024.
Who are Overwatch AI's investors?
Overwatch AI's investors include Masia, Techstars, Baobab Ventures.
How much funding has Overwatch AI raised?
Overwatch AI has disclosed $3.2M raised across 2 rounds.
Where is Overwatch AI headquartered?
Overwatch AI is headquartered in Barcelona, ES.