Head of Engineering
SkyWatch
Company Description:
SkyWatch is at the forefront of revolutionizing how earth observation data is accessed and utilized globally. Our innovative platform empowers businesses, researchers, and governments to easily integrate satellite data into their operations, driving informed decision-making and unlocking new opportunities for growth and efficiency. Founded on the principle of democratizing access to space-based technology, SkyWatch provides a seamless interface that aggregates data from numerous satellite sources, offering unparalleled access and insights. Whether monitoring agriculture, managing infrastructure, or advancing scientific research, our scalable solutions cater to diverse industries with a commitment to reliability, security, and sustainability.
Our Products:
Our suite of applications is tailored to meet the diverse needs of users on the SkyWatch platform. Whether you are an individual purchasing data for a project, a business seeking to store and share geospatial data, a GIS specialist in need of imagery for maps or workflows, a developer looking to build innovative solutions with our API, or a data provider seeking to sell to our user network, you can do it with SkyWatch.
Our Culture:
Culture is the personality of a company. It is our company's shared beliefs, values, and practices. At SkyWatch, our culture is incredibly important to us, and we practice it every day. Both as a company and in our products, we value simplicity, dependability, and empathy. Let’s face it — the best jobs boil down to a handful of things: getting the chance to work with amazing people in a great culture with leaders who have your back while pursuing a vision that you can get passionate about. Please note that SkyWatch may use AI throughout various portions of the talent process.
The Role
We are looking for a Head of Engineering to lead our engineering team through a period of meaningful evolution in how we build software. This is not a management-only position. You are a technical leader first — someone who earns credibility by building, not just directing. You will own engineering operations, delivery, people leadership, and the developer experience. You will work closely with the CTO, who focuses on technology strategy and customer-facing work, and the CPO, who owns the product roadmap. Your job is to make the team excellent at turning product intent into production software, quickly and reliably. The right person for this role has strong opinions about modern engineering practices, is already using AI-assisted development tools productively, and is excited about building the systems and culture that let a small team punch well above its weight.
What You'll Do
Lead the team
Own people leadership for the full engineering team: 1:1s, career development, performance management, hiring, and team health. Build a culture of ownership, customer empathy, and technical craftsmanship. Manage a team that includes experienced senior engineers with strong technical opinions.
Own how we build
Design and evolve our engineering processes, tooling, and quality standards. Build internal scaffolding, templates, and guardrails that make it easy to do the right thing and hard to do the wrong thing. Invest in automated quality controls that catch problems before they reach anyone downstream. You care about cycle time, developer experience, and the gap between intent and production.
Champion modern tooling
We believe AI-assisted development is a genuine multiplier for small teams, not a novelty. You should already be using these tools effectively and have a point of view on how to integrate them into real engineering workflows. You will lead by example and help the team adopt new practices at a pace that builds confidence rather than resistance.
Drive delivery
Own the flow of work from intent to production. Make sure the team is working on the right things in the right order. Unblock people when they are stuck. Work with product leadership to ensure decision gates keep work aligned with customer needs without becoming bottlenecks.
Build engineering infrastructure
Invest in the systems that make the team more productive over time: CI/CD pipelines, testing infrastructure, service documentation, onboarding tooling, and security scanning. The goal is a codebase and development environment that any engineer can navigate and contribute to quickly.
Scope & Boundaries
This role has clear boundaries with the CTO and CPO. You own how we build. The CTO owns technology strategy, key partnerships, and customer-facing technical work. The CPO owns what we build and why. You collaborate closely with both, but you are the authority on engineering operations, process, and team leadership.
What We're Looking For
You should have
- Hands-on technical depth. You can build, not just manage. You write code, review architecture, and earn the respect of strong engineers through your craft.
- Experience leading engineering teams through meaningful process or tooling changes — not just maintaining the status quo.
- Real fluency with AI-assisted development. You are already using these tools productively, not just evaluating them.
- People leadership skills that go beyond scheduling stand-ups. You can coach, give hard feedback, navigate strong personalities, and build trust.
- Experience with cloud-native, serverless architectures.
- A bias toward building internal tooling and developer experience as a force multiplier for the team.
Bonus points
- Experience in geospatial, Earth observation, or data platform domains.
- Familiarity with government compliance and certification requirements.
- Experience transitioning engineering work from external vendors to in-house teams.
- Background building internal platforms, developer tooling, or engineering enablement Systems.
Why This Role
This is a building role, not a caretaking role. You are joining at a moment where the engineering organization is being deliberately reshaped, and you will have real authority to define how it works. The team is small enough that your decisions have immediate, visible impact, and the domain is genuinely interesting — satellite imagery touches problems from climate monitoring to food security to national defense. You will work alongside a CTO who is stepping back from day-to-day engineering leadership to focus on strategy and customers, giving you real ownership rather than a shared steering wheel.
Accessibility at SkyWatch
At SkyWatch, we believe every candidate deserves a fair and inclusive experience. If you require an accommodation at any stage of the recruitment process, please let us know — we're happy to work with you to ensure your needs are met.
To request an accommodation, please advise any member of the talent team or contact us at View email address on click.appcast.io.
#J-18808-Ljbffr- ...achieve their clinical, operational and business strategies. The Head of Enterprise Program Management for AGFA HealthCare is a... ...partnership with the Chief Technology Officer and peer roles within the engineering leadership team. Maintain a deep understanding of technologies,...SuggestedLong term contractTemporary workInternshipLive InWork at officeFlexible hours
- ...learn and try again. We are looking for a Principal Site Reliability Engineer who enjoys problem-solving and who has the motivation to learn... .... The successful candidate will have a good balance of head-in-the-clouds and feet-on-the-ground pragmatic, focused on a simplification...SuggestedFull timeInternshipWork from homeWorldwideFlexible hoursShift work
$119k - $178k per year
...Category Engineering Hire Type Employee Job ID 17958 Base Salary Range $119000-$178000 Remote Eligible No Date Posted 06.23.2026... ...applications in software, and you see where that technology is heading The Team You'll Be Part Of The team is co-located...SuggestedLong term contractRemote workWorldwide$67k - $101k per year
...Category Engineering Hire Type Employee Job ID 17927 Base Salary Range $67000-$101000 Remote Eligible No Date Posted 06.16.2026 We Are Synopsys is the leader in engineering solutions from silicon to systems, enabling customers to rapidly innovate AI-powered...SuggestedWork at officeLocal areaRemote work- ...exponential growth. Overview We're looking for a Senior Software Engineer to join our Core Experiences Team. This team builds and maintains... ...with a busy, remote team. You know how and when to engage or be heads down Collaboration. You know how to inspire, play, and...SuggestedFull timeRemote work
- ...setting – Speechify has no office. These include frontend and backend engineers, AI research scientists, and others from Amazon, Microsoft, and... ...with a busy, remote team. You know how and when to engage or be heads down Technical skills. Swift, SwiftUI Technical...Work at officeRemote work
$205.6k - $257k per year
...more information about our offices and culture, check out our Carta careers page . The Team You’ll Work With You’ll enter our engineering interview process as part of a pooled hiring model. We believe in hiring for Carta first, focusing on your core strengths and...Long term contractFull timeWork at officeImmediate start- ...right person to join our team working towards this goal, we would love to hear from you! Role Overview We are looking for an Engineering Manager to build, develop, and partner with a growing team of 5-10 ML Engineers working on AI systems that power our digital forensics...Work from home
- ...Job Responsibility: Overview: We are seeking a skilled Fire Engineer to join our team. The ideal candidate will have a strong background in fire engineering and a passion for ensuring safety in various environments. Seeking an experienced part-time fire alarm specialist...Contract workPart timeCasual workFreelanceRemote workWork from homeFlexible hours
$181.05k - $213k per year
...careers page. The Team You’ll Work With You’ll enter our engineering interview process as part of a pooled hiring model. We’re excited... ...Domains You Might Join Include Fund Operations: Building the core engine that powers our vision of an operating system for private...Full timeWork at office$70k - $120k per year
...join our team working towards this goal, we would love to hear from you! Role Overview We are looking for a Full Stack Software Engineer to join the our dynamic team and help build Magnet One - our platform for digital forensics workflows. As a part of this team you will...Work at officeLocal areaWorldwideFlexible hours- ...join our team working towards this goal, we would love to hear from you! Role Overview We're seeking a Senior Site Reliability Engineer to join our SaaS-Ops team within Shared Services Engineering. The team owns reliability and operational excellence for our highly available...
- ...join our team working towards this goal, we would love to hear from you! Role Overview We are looking for a Full Stack Software Engineer to join the our dynamic team and help build Magnet One - our platform for digital forensics workflows. As a part of this team you...Full timeWorldwide
$190.5k - $262k per year
...and passionate people to join us as we power the shop local movement. If you believe in community, come join ours. Help build the engine behind Faire’s growth: Faire is building the operating system for local retail. Every day, hundreds of thousands of independent retailers...Long term contractWork at officeLocal areaImmediate startRemote workMonday to friday3 days per week$171k - $225k per year
...people learn from the world's best. This is not a side initiative. It is the direction of the company. We are looking for a Staff ML Engineer to join our AI engineering team and help define and deliver these products. This role is ultimately about delivery. You will be...Local areaRemote workFlexible hours$129.5k - $178k per year
...passionate people to join us as we power the shop local movement. If you believe in community, come join ours. About this role: Our Engineering organization owns the software that makes our marketplace work. The Platform group empowers teams across Faire: Product Engineering...Long term contractWork at officeLocal areaRemote workMonday to friday3 days per week- ...We're building the future of recruiting with AI – and we need an exceptional engineer to join our founding team in our San Francisco hackerhouse. We just raised a $3M pre-seed from top-tier investors and are looking for someone to be one of our first engineering hires. This...Full time
$89.2k - $129.3k per year
...that will benefit future generations. Grow with us, H2O+U. Your Opportunity Stantec is seeking a drinking water focused process engineer to join our team in the London, Waterloo, Windsor, Toronto, or Stoney Creek Ontario offices. These offices support projects...Long term contractFull timeContract workTemporary workPart timeFor contractorsCasual workWork at officeRemote workWork from homeFlexible hours3 days per week- ...people around the globe work on Speechify in a 100% distributed setting – Speechify has no office. These include frontend and backend engineers, AI research scientists, and others from Amazon, Microsoft, and Google, leading PhD programs like Stanford, high growth startups...Work at office
- ...goal, we would love to hear from you! Role Overview We are seeking a highly skilled and experienced Senior Software Development Engineer in Test (SDET) to join our engineering team, supporting the development and deployment of our next-generation AI-powered products. In...Full time
- SkyWatch seeks a Technical Leader as Head of Engineering to transform software building. You'll guide engineering processes while leading a talented team towards achieving excellence in product delivery. In this pivotal role, you will be a hands-on technical expert, responsible...
$59.3k - $109.2k per year
...identification, prioritization, and coordination of remediation activities across infrastructure and end-user platforms, working closely with engineering, security, and application teams to ensure timely resolution of risks. The successful candidate will bring structure and...Full timeWork at officeLocal areaFlexible hours$100.77k - $136.34k per year
...Role Overview We are looking for an experienced C++ Software Engineer to join our engineering team. As part of the Windows Antimalware Team, you will build high-quality Windows threat protection software that is delivered in our flagship McAfee products. Reporting to the Software...Work from homeHome officeFlexible hours$47 - $65 per hour
We are seeking a high-level, confident Lead Mechanical Engineer / Designer to join our client, an established consulting firm in Waterloo, Ontario. This is a strategic growth position designed for a seasoned professional with over a decade of experience in the building services...Hourly payLong term contractContract workFor contractorsWork at office- ...working towards this goal, we would love to hear from you! Role Overview We are seeking a highly skilled and motivated Senior DevOps Engineer to join our dynamic team and play a key role in designing, implementing, and operating scalable, secure, and highly available network...Full time
$45 - $57 per hour
We are seeking a confident and experienced Lead Electrical Engineer / Designer to join our client, an established consulting firm in Waterloo, Ontario. In this role, you will spearhead electrical engineering projects within the building services industry, focusing on diverse...Hourly payLong term contractPermanent employmentFull timeContract workFor contractorsWork at office- A leading earth observation technology company in Canada is seeking a Head of Engineering to guide its engineering team through transformative changes. This is a hands-on technical leader role, emphasizing not only management but also direct contributions to software development...
- ...people around the globe work on Speechify in a 100% distributed setting – Speechify has no office. These include frontend and backend engineers, AI research scientists, and others from Amazon, Microsoft, and Google, leading PhD programs like Stanford, high growth startups...Work at officeShift work
- ...combines transgenic mouse technologies, large-scale antibody datasets, and advanced AI methods to accelerate antibody discovery and engineering. We are expanding our Digital KisoMouse team and are looking for a motivated AI/ML Research Engineer to work closely with our...Full time
$225k - $275k per year
...where the selected candidate will be required to work out of our Waterloo, Ontario office. Responsibilities Accountable for engineering across the full product lifecycle, ensuring successful delivery of products that meet defined functional, cost, schedule, performance...InternshipWork at office
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Head of Engineering. Be the first to apply!
- engineering project manager Waterloo, ON
- chief engineer Waterloo, ON
- project engineer assistant project manager Waterloo, ON
- mechanical engineering project manager Waterloo, ON
- director software engineering Waterloo, ON
- general engineer Waterloo, ON
- engineering project manager
- union chief engineer
- directeur ingénierie
- chief engineer

