About JSSI
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.
JSSI is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status, or other characteristic protected by law.
JSSI does not accept unsolicited resumes from individual recruiters or third-party recruiting agencies in response to job postings. No fee will be paid to third parties who submit unsolicited candidates directly to our hiring managers or Recruiting Team.
Build and maintain business relationships
•
Develop strong working relationships with business unit stakeholders — understand their goals, workflows, and pain points well enough to represent them accurately to engineering
•
Serve as a responsive, reliable point of contact for your stakeholders; triage incoming requests and manage expectations clearly
•
Partner closely with the Director of Product to ensure alignment on priorities and communicate the full picture back to the business
Run structured discovery and requirements
•
Lead discovery for assigned initiatives: ask the right questions, separate what stakeholders ask for from what they actually need, define the problem before proposing a solution, and break the ask into phases that deliver value quickly and allow for iteration
•
Own the spec library for your portfolio: write and maintain clear, AI-ready requirements that Solution Architects and engineering teams can work from directly
•
Use AI to accelerate the requirements process — generating first drafts, synthesizing input from multiple stakeholders, and maintaining living documentation as products evolve
•
Use AI to build mockups and prototypes that make the proposed solution tangible — pressure-testing ideas with stakeholders before engineering invests in the build
•
Define acceptance criteria and ensure solutions meet business intent before and after release
Drive delivery and adoption
•
Partner with Solution Architects through the delivery cycle; stay close enough to the build to catch misalignment early
•
Own release communication to your business unit; ensure stakeholders know what’s coming, when, and how to use it
•
Track adoption metrics post-launch; understand whether what shipped is driving value and surface that information clearly
•
Identify and escalate blockers; keep delivery moving without creating pressure that compromises quality
Prioritize and communicate tradeoffs
•
Maintain a clear, prioritized backlog for your portfolio; make visible what’s in, what’s out, and why
•
Communicate prioritization decisions to stakeholders transparently — including the ones that will disappoint someone
•
Protect the engineering team from scope creep while keeping stakeholders bought in to the plan
Work AI-first
•
Use AI tools actively in your daily work — requirements drafting, research, stakeholder synthesis, backlog management
•
Continuously look for ways AI can make you a better, faster product manager
•
Stay current on AI tooling relevant to your domain; bring ideas proactively rather than waiting to be asked
Required
•
2–4 years of product management experience in a business-facing, stakeholder-intensive environment
•
Demonstrated use of AI in your product work — at minimum, writing specs or requirements with AI assistance; we expect this to already be part of how you work, not something you’re planning to start
•
Proven ability to build trusted relationships with non-technical stakeholders and translate their needs into clear product requirements
•
Strong written communication skills; able to write requirements and documentation that engineers and AI agents can work from without interpretation
•
Comfortable with ambiguity — able to start with a vague problem and produce a structured, prioritized plan
•
Chicago-based; able to be in the office a minimum of 3 days per week
Strongly preferred
•
Experience working in complex multi-stakeholder environments
•
Experience contributing to a spec-driven or AI-assisted delivery model
•
Exposure to agile or iterative delivery processes — and the judgment to know when to follow the process and when to adapt it
Not required
•
People management experience — this is an individual contributor role
•
Aviation or MRO domain experience — curiosity and the ability to learn a new domain quickly matters far more than knowing ours already
WHO THRIVES IN THIS ROLE
This role is a great fit for someone who is energized by being genuinely useful to the people they work with — someone who takes pride in understanding a business problem deeply before proposing a solution, and who sees clear writing as a superpower, not a chore. You are already using AI to do your job better, not because you were told to, but because you found it worked. You want to be in an environment that is moving fast and building something new, and you are comfortable being one of the people who helps figure out how it should work.