Technical Services Representative

In the mid-1980s, WinAir’s founders, Bert and Helen Vergeer, recognized the inefficiencies in aviation maintenance, which relied heavily on paper-based processes. Their vision led to the development of AV-BASE, one of the first digital aviation record-keeping and inventory management systems. Today, WinAir is a fully browser-based solution, used in more than 30 countries. As it celebrates over 35 years in operation, WinAir remains the longest-standing aviation management software provider, continuously innovating to support clients worldwide. With a legacy built on reliability, adaptability, and industry expertise, WinAir continues to shape the future of aviation maintenance management.

Vision Statement

To be the global standard in aviation software—powering safe, efficient, and connected operations through innovation, dependability, and passion.

Mission Statement

We deliver intuitive, reliable aviation software that empowers operators and maintenance teams to work smarter. By combining deep industry knowledge with cutting-edge technology, we streamline operations, ensure compliance, and help our clients keep aircraft flying safely and efficiently.

Our Values

1. Curiosity – A drive to explore, learn, and innovate by asking questions and seeking better solutions.
2. Collaboration – Working together openly and respectfully to achieve shared goals and create stronger outcomes.
3. Dependability – Being reliable, consistent, and accountable in delivering on promises and responsibilities.
4. Efficiency – Maximizing productivity and resources by working smart, staying organized, and reducing waste.
5. Passion – Bringing energy, enthusiasm, and dedication to everything we do, inspiring others through commitment.

Environment & Physical

• Candidate must reside in Ontario, Canada
• Work in a fast-paced environment with changing priorities
• Be able to work remotely and on-site upon request
• Be able to sit for prolonged periods
• Be able to travel to client locations (Required: valid driver’s license and passport)

Why Work for Us?

We offer a competitive compensation package based on experience and a proven track record of success relative to the deliverables of the role. Benefits offered at WinAir include extended healthcare, dental, EAP, RRSP matching program, etc.

We are also proud to offer a flexible work schedule, including "Summer Friday hours" maximizing good work-life balance, different social committee events, and quarterly Town Hall meetings to foster teamwork and a strong, long-lasting work relationship.

Reporting to the Technical Services Manager, the Technical Services Representative is responsible for delivering a combination of aircraft services and implementation support to WinAir clients. This includes aircraft template building, maintenance schedule configuration, compliance parameter setup, system configuration, data migration, and go-live support. The role ensures that customer environments are configured accurately, meet regulatory requirements, and are optimized for operational use.

In addition to core responsibilities, the Technical Services Representative may be required to perform other duties as assigned to support the success of the department and organization.

Responsibilities

Technical Responsibilities

• Build and configure aircraft maintenance templates and associated compliance data within WinAir.
• Ensure configuration accuracy to meet aviation regulatory standards (Transport Canada, FAA, EASA, etc.).
• Assist with system configuration and customization for new client implementations.
• Perform data migration activities, ensuring accuracy, completeness, and data integrity.
• Support system testing to confirm readiness before go-live.
• Maintain accurate service delivery documentation and configuration records.
• Collaborate with Product, Support, and Development teams to address configuration and implementation challenges.

Service Responsibilities

• Engage directly with customers to gather requirements and deliver tailored configuration solutions.
• Provide go-live and post-implementation support to ensure successful adoption.
• Support ongoing managed service contracts, providing configuration and data management as required.
• Contribute to the continuous improvement of service delivery processes and tools.

Education & Experience

• Post-secondary education or equivalent experience in Aviation Technology, Aircraft Maintenance, Information Systems, or a related field is considered an asset, but not required.
• A strong willingness to learn, high attention to detail, and a proactive approach to problem-solving are essential for success in this role.
• Exposure to aviation maintenance workflows or regulatory environments (e.g., Transport Canada, FAA, EASA) is beneficial but not required.
• Experience with software implementation, system configuration, or data migration is considered an asset.

Skills & Aptitudes

• Strong attention to detail and ability to work accurately in complex, data-driven environments.
• Curiosity and a continuous learning mindset, with the ability to quickly develop new technical and industry knowledge.
• Analytical thinking and problem-solving skills, with the ability to approach challenges methodically.
• Effective communication skills, both written and verbal, with the ability to collaborate across teams and with customers.
• Customer-focused mindset with a commitment to delivering high-quality service.
• Ability to adapt and grow in a dynamic, fast-paced environment.

To ensure your application is properly received please apply by visiting https://winair.ca/careers/ and select “apply now” on the appropriate position. In addition to being able to attach a resume you will be provided an opportunity to leave a “message to the hiring team”. Please leave a message so that we know you read the entire job posting. The message can be as simple as “I’ve read the whole job posting”.

Thank you in advance for your interest. Only those candidates selected for an interview will be contacted. If you require any accommodation at any point of recruitment process, please let us know.