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SkyWatch

EO data marketplace and delivery platform

Principal Defence Systems Engineer

Full-TimeUpdated on 10/23/2026
CA$200k - CA$240k+ Stock options
Expert
Ottawa, ON, Canada
HybridHybrid or on-site work from Ottawa.
Engineering ManagementEngineering Leadership
Canada Citizenship Required

About the job

Requirements
  • Have 10 or more years of experience building production software, including at least 3 years as a principal, architect, or technical lead on secure or defence systems.
  • Have hands-on experience with on-premises, private-cloud, or air-gapped deployment and security assessment and authorization using ITSG-33, NIST 800-53, or an equivalent framework.
  • Have experience leading an engineering team through milestone-based delivery to a government customer.
  • Have shaped software for analysts or operators that demonstrates strong usability and be able to discuss it at an unclassified level.
  • Have experience making build decisions that account for business trade-offs such as delivery cost, reuse across customers, or time to market.
  • Be a Canadian citizen and eligible to obtain and maintain a Government of Canada security clearance at Secret level or higher.
Responsibilities
  • Own deployment architecture for private-cloud, on-premises, and air-gapped environments, including data segregation, secure multi-tenant distribution, and end-to-end security design.
  • Own technical evidence for security assessment and authorization, including ITSG-33 controls at Protected B, with audit and logging built in.
  • Ensure the product is simple, fast, and usable for analysts and operators working under time pressure, including when disconnected.
  • Deliver tactical dissemination and defence data standards, including NITF/NSIF, SIDD, GeoPackage, and STANAG 4559, and integrate with common operating picture, GIS, and TAK environments.
  • Build agent workflows over sovereign data with trace retention for audit, human-in-the-loop analyst workflows, and evaluation of answer quality and latency.
  • Own the Government & Defence roadmap and software development lifecycle against product direction, and act as technical acceptance authority at each milestone gate.
  • Assess the costs of building, accrediting, and supporting sovereign deployments, and seek reusable solutions across customers rather than one-off contract implementations.
  • Hire, lead, and grow the Ottawa engineering team, and run a co-op mentorship programme with local universities.
  • Own the support agent, its user experience, and its knowledge corpus inside the sovereign access boundary.
Desired Qualifications
  • Experience with geospatial, imagery, or intelligence, surveillance, and reconnaissance data and defence interoperability standards is strongly preferred.
  • Experience deploying large language model or agent systems in regulated environments is preferred.

About the company

SkyWatch builds the infrastructure to distribute Earth observation data. It aggregates imagery from many satellite operators and serves two main customer groups through two products. For data consumers, EarthCache offers a single API to search, order, and integrate satellite imagery into applications, lowering the complexity of dealing with multiple providers and licensing models. For satellite operators, TerraStream provides data storage, cataloging, ordering, and delivery, acting like a marketplace backend that lets operators monetize their data without handling distribution logistics. Revenue comes from pay-as-you-go pricing for data consumers and subscription services for providers. The company’s aim is to democratize access to Earth observation data and expand the commercial space economy by making it easier to obtain and monetize satellite imagery.

Company Size

11-50

Company Stage

Series B

Total Funding

$26.3M

Headquarters

Kitchener, Canada

Founded

2014

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Simplify Jobs

Simplify's Take

What believers are saying

  • July 2026 ArcGIS Enterprise support opens regulated government and utility deployments.
  • June 2026 Microsoft Planetary Computer Pro integration removes ingestion friction for Azure analysts.
  • February 2026 Spexi drone imagery and January 2026 Nearmap expand premium supply.

What critics are saying

  • SkyWatch's last disclosed funding is 2021 Series B; growth now depends on partner expansion.
  • Esri and Microsoft disintermediate SkyWatch by bundling imagery procurement directly into their platforms.
  • If satellite operators bypass SkyWatch's marketplace, TerraStream becomes a thin middleware layer.

What makes SkyWatch unique

  • EarthCache unifies satellite, aerial, and drone imagery through one procurement API.
  • TerraStream monetizes provider data end-to-end, from cataloging to delivery and rights control.
  • SkyWatch embeds imagery inside ArcGIS, Microsoft Planetary Computer Pro, and Copilot workflows.

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Benefits

  • Health Insurance
  • Stock Options
  • Flexible Work Hours
  • Commuter Benefits
  • Wellness Program
  • Employee Assistance Program

Growth & Insights and Company News

Headcount

6 month growth

-2%

1 year growth

-6%

2 year growth

-2%
SkyWatch
Jul 14th, 2026
SkyWatch Content Store adds support for ArcGIS Enterprise.

SkyWatch Content Store adds support for ArcGIS Enterprise. * July 14, 2026 * By Kelly Winter Premium commercial imagery now available across ArcGIS Online, ArcGIS Pro, and ArcGIS Enterprise. SAN DIEGO, CA, July 14, 2026 - SkyWatch today announced that Content Store for ArcGIS now supports ArcGIS Enterprise. Powered by the SkyWatch Platform, Content Store for ArcGIS is a native web application, built on and deeply integrated with ArcGIS, that lets users discover, purchase, and publish premium commercial imagery from satellites, aircraft, and drones. Any ArcGIS Product. Content Store is now available across the full ArcGIS platform: * ArcGIS Online * ArcGIS Pro (via the Satellite Imagery for ArcGIS Pro Add-in) * ArcGIS Enterprise (new) * Hybrid environments running Online and Enterprise side by side Any deployment model. The SkyWatch Platform enables a full range of enterprise deployment configurations: * Multi-tenant (cloud-hosted, shared infrastructure) * Single-tenant (dedicated cloud instance) * Private cloud (customer-managed environment) Organizations with strict data residency, network isolation, or compliance requirements can now access commercial imagery within their existing security posture, without compromising their architecture. "ArcGIS environments in government, energy, and defence often span multiple products and deployment models. Content Store now works across that entire footprint," said David Proulx, Chief Product Officer at SkyWatch. "Wherever ArcGIS is deployed, commercial imagery procurement is one step away, and it all flows through the Esri relationship your organization already has." What this means in practice. Regardless of how your organization has deployed ArcGIS, users can now: * Discover commercial satellite, aerial, and drone imagery without leaving their ArcGIS environment. * Purchase using their existing Esri credentials, billed to their Enterprise Agreement or separate purchase order. * Publish licensed imagery directly as analyzable layers into ArcGIS Online or ArcGIS Enterprise. "Access to premium content is a critical part of how ArcGIS customers derive value from the platform. We are excited to continue our partnership with SkyWatch and to bring Content Store to the broadest possible audience of Esri customers, across every ArcGIS deployment." Deane Kensok, CTO - ArcGIS Content, Esri All access controls, licensing rules, and procurement policies are enforced centrally through the SkyWatch Platform. "Access to premium content is a critical part of how ArcGIS customers derive value from the platform," said Deane Kensok, CTO, ArcGIS Content at Esri. "We are excited to continue our partnership with SkyWatch and to bring Content Store to the broadest possible audience of Esri customers, across every ArcGIS deployment." Availability. About SkyWatch. SkyWatch is the access platform for Earth observation, connecting satellite, aerial, and drone imagery supply through a single integration and delivering data directly into the tools where customer teams already work. The SkyWatch Platform governs procurement, credentials, data rights, and distribution across all connected applications, including Content Store for the ArcGIS ecosystem and integrations with Microsoft Planetary Computer Pro and Microsoft 365 Copilot. SkyWatch is headquartered in Waterloo, Ontario, Canada. Share the Post:

Associated Press
Jun 2nd, 2026
SkyWatch partners with Microsoft to automate satellite imagery delivery into Planetary Computer Pro

SkyWatch has integrated its commercial Earth observation platform with Microsoft Planetary Computer Pro, enabling enterprise customers to automatically transfer purchased satellite imagery directly into their analytics environment. The integration, built on the SpatioTemporal Asset Catalog specification, eliminates manual data transfer steps between procurement and analysis. Licensed imagery is now delivered automatically into Microsoft Planetary Computer Pro GeoCatalog, removing the need for file exports or pipeline reconstruction. The collaboration particularly benefits customers in energy, mining, agriculture, infrastructure and insurance sectors running geospatial workloads on Azure. The integration adds to SkyWatch's existing Microsoft partnerships, including single sign-on via Microsoft Entra and imagery discovery within Microsoft 365 Copilot. The feature is available to SkyWatch HUB customers today.

GeoWeek News
Feb 24th, 2025
Esri Launches Content Store for ArcGIS to Provide Easier Access to On-Demand, GIS-Ready Imagery

"We partnered with Esri and SkyWatch to provide Content Store for ArcGIS with access to our most current, very high-resolution imagery to support users who need frictionless access to that data within ArcGIS.

Reinsurance News
Oct 9th, 2023
SkyWatch acquires assets of Droneinsurance.com

SkyWatch, a digital insurance firm for the aviation industry has acquired the assets of Droneinsurance.com, in a move that brings together two innovative platforms and marks a major milestone across the drone insurance sector.

Newswire
Sep 19th, 2023
Skywatch Announces Availability Of Satellitevu High-Resolution Thermal Imagery On Earthcache

KITCHENER, Ontario, September 19, 2023 (Newswire.com). -. SkyWatch, a leader in the remote sensing data technology industry, announced today its partnership with SatelliteVu ("SatVu"), a UK-based provider of high-resolution thermal (infrared) imagery. The addition of SatelliteVu's thermal imagery to SkyWatch's EarthCache platform enables customers to leverage high-resolution, precision imagery for climate, environmental, industrial, and intelligence and defense applications.SkyWatch's core mission is to make remote sensing data accessible, affordable, and standardized. SkyWatch launched the market's first API for commercial satellite data over five years ago and has served millions of square kilometers of imagery from 400+ satellites to thousands of organizations worldwide.