About Overwatch Overwatch Imaging is an imagery intelligence technology company working to bring sensor autonomy to time-critical airborne search, detection, tracking and monitoring missions. Our Automated Sensor Operator (ASO) software, native to our own line of purpose-built Smart Sensors and as an upgrade for airborne video gimbal platforms, brings Superhuman Vision and Workload Reduction to users of real-time imagery intelligence systems. We fundamentally believe that modern edge processing and AI-enabled autonomy can perform an important set of time-critical imagery intelligence missions better, faster and more safely than humans can alone.

Founded in 2016 in Hood River, Oregon, we support private sector companies as well as federal, state and local agencies around the world with missions ranging from wildfire mapping and disaster response to law enforcement, border security, maritime domain awareness and tactical intelligence.

About The Role We are seeking a Technical Communications Specialist to support customer adoption and operational success of Overwatch Imaging’s ASO software and smart sensors. This role sits at the intersection of technical publications, customer training delivery, and frontline technical support. You will work closely with customers, program managers, product managers, and engineers to ensure users have the knowledge, materials, and support they need to operate Overwatch systems. This is not a traditional help desk or purely documentation-focused role. You’ll engage directly with customers in operational environments, assist with training delivery, contribute to high-quality user-facing documentation, and help troubleshoot issues that impact customer success.

What You’ll Do Customer Training & Enablement

• Support the development and delivery of customer training programs for Overwatch ASO software and smart sensors.
• Assist with preparation of training materials including slide decks, exercises, and quick-reference guides.
• Participate in customer training sessions (remote and on-site), helping users learn system operation, workflows, and best practices.
• Provide hands-on support during training flights, demos, and field deployments as needed.

Technical Documentation

• Author and maintain user-facing documentation such as user manuals, quick reference cards, and troubleshooting guides.
• Revise documentation to reflect new features, workflow changes, and customer feedback.
• Collaborate with product management, engineering, and subject matter experts to accurately document system behavior and capabilities.
• Contribute to internal knowledge bases and follow established documentation standards and processes.

Customer & Field Support

• Provide technical support to customers during system integration, training, and operational use.
• Assist with troubleshooting software, sensor, and workflow issues; document findings and escalate as appropriate.
• Support mission planning and execution by helping customers optimize data collection and outputs.
• Serve as a professional, customer-facing representative of Overwatch Imaging in the field.

Product Feedback & Collaboration

• Capture customer feedback, usability issues, and recurring questions and communicate them to product and engineering teams.
• Help identify gaps in documentation and training materials based on real-world customer use.
• Support continuous improvement of training content and documentation based on lessons learned from the field.

Who You Are Ideal Experience

• Experience in technical training, technical writing, customer enablement, or customer support for complex technical products.
• Comfortable working directly with customers in operational or field environments.
• Experience with aviation systems, remote sensing, GIS tools, or sensor-based systems.

Technical & Communication Skills

• Strong written communication skills with the ability to explain complex technical concepts clearly and concisely.
• Confident verbal communicator who can support training and customer interactions.
• Ability to troubleshoot technical issues and communicate findings effectively to internal teams.
• Familiarity with documentation tools, knowledge bases, or content management systems is a plus.

Organizational & Team Skills

• Highly organized and detail-oriented; able to manage multiple tasks and priorities.
• Comfortable working in a fast-paced, startup environment with evolving requirements.
• Collaborative team player who works effectively across engineering, product, and operations.

Mindset

• Customer-focused with a desire to help users succeed in real-world missions.
• Curious, adaptable, and eager to learn new systems and workflows.
• Enjoys hands-on work and contributing directly to customer and product success.

Nice-to-Have (but Not Required)

• Familiarity with GIS, imagery products, or photogrammetry workflows.
• Experience supporting customers in aviation, defense, public safety, or emergency response environments.
• Experience with Atlassian tools (Jira, Confluence, Service Desk).
• Experience with single source authoring tools, such as Adobe RoboHelp.
• Familiarity with HTML and CSS, and experience using Git or other version control systems.

What We Offer

• Growth Opportunities: Learn by doing in a true startup environment with opportunities to grow your career.
• Impact Opportunity: Work on missions that matter to keep people safe and make the world better.
• Team Collaboration: A fast-paced, collaborative environment with open access to leadership.
• Late Start Wednesday: Dedicated focus time for deep work, training, or professional development.
• Time Off: Generous PTO to support work-life balance.

Compliance & Equal Opportunity

All applicants must be authorized to work on a permanent basis in the United States.

Overwatch Imaging is an equal opportunity workplace and makes employment decisions based on merit and business needs, regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, marital status, disability, gender identity, Veteran status, or any other protected personal characteristic.

We encourage all qualified candidates to apply, even if they don't meet every requirement listed

in this job description. We value diversity of experience and perspectives and are always looking

for talented individuals to join our team.

Export Control Compliance Notice

This position may involve access to data, technology, or software that is subject to U.S. export control laws and regulations, including the International Traffic in Arms Regulations (ITAR) and/or the Export Administration Regulations (EAR). As such, employment is contingent upon the applicant’s ability to obtain any necessary export authorization, as determined by an export compliance assessment conducted by the company.