Founded in 1989 and headquartered in Chicago, Jet Support Services, Inc. (JSSI) is the largest independent provider of hourly cost maintenance programs for business aviation. JSSI delivers comprehensive coverage for engines, airframes, and auxiliary power units (APUs) across more than 300 different aircraft makes and models, helping owners and operators stabilize maintenance budgets, maximize aircraft availability, and protect asset value throughout the lifecycle of ownership.   JSSI has built a portfolio of complementary business lines designed to simplify the economic and technical complexity of business aviation; these include Maintenance teams, Traxxall maintenance tracking software, Parts & Engines, Conklin aircraft cost and performance data, and Aviation Capital asset-based financing solutions. Together, these offerings support owners, operators, and maintenance providers with integrated tools spanning ownership and maintenance planning, execution, and financial management.   With more than 6,500 aircraft supported through programs and software platforms, JSSI leverages its unique independence, unmatched scale, and data-driven insight to deliver customized solutions and support models aligned to the interests of each client — regardless of aircraft platform. JSSI is backed by leading institutional investors GTCR, Genstar Capital, and Blackstone. Learn more at jetsupport.com. 

Position Summary:

JSSI is transforming into an AI-first technology and product organization, and the Director of Product is central to that transformation. This is not a traditional product management role. You will sit within the product organization as the dedicated product leader for a few business units — the person that Finance, Sales, Tech Services, or another BU actually calls when they need technology to move their business forward. 

You will own the entire product relationship for your business units: understanding their goals, translating their needs into prioritized intake for our engineering teams, and ensuring that what gets built actually solves the right problems. You will use AI as a core part of how you work — from generating first-draft requirements, to analyzing feedback at scale, to tracking adoption — and you will be a visible example of what an AI-first product leader looks like in practice. 

You will manage 1–3 Product Managers. This is a high-ownership, high-visibility role on a team that is moving quickly and building something that did not exist before. 

At JSSI, we are committed to rewarding our team members with competitive and comprehensive compensation packages that reflect their contributions and talent.

For this role, the annual base pay generally ranges from $160,000 to $230,000, with the final offer determined by variable factors including but not limited to market location, job-specific knowledge, skills, education, and experience. In addition, your total rewards package may include an annual discretionary bonus plan, incentive or sales bonus plan, or other form of additional compensation, based on your role.

Additionally, for full-time employees based in the USA, Canada, or the Philippines, we are proud to offer a robust suite of benefits. This ranges from insurance offerings such as medical, dental, vision, retirement savings programs, among others, starting day one of employment. For a full overview of our offerings, visit the JSSI Benefits Page on our company website.