Product Manager

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. The company also offers complementary business lines such as Maintenance Teams, Traxxall maintenance tracking software, Parts & Engines, Conklin aircraft cost and performance data, and Aviation Capital asset‑based financing solutions.

JSSI supports more than 6,500 aircraft through programs and software platforms and is backed by leading institutional investors GTCR, Genstar Capital, and Blackstone.

JSSI is transforming into an AI‑first technology and product organization. Product Managers play a central role, working within a specific business unit as a trusted product partner. You will own discovery, requirements, and delivery oversight for a portfolio of products and initiatives that matter to the business, using AI as a core part of your daily work.

• Build and maintain strong relationships with business unit stakeholders, understanding their goals, workflows, and pain points.

• Serve as a responsive, reliable point of contact; 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.

• Lead structured discovery for assigned initiatives, ask the right questions, separate what stakeholders request from what they 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.

• 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 escape blockers; keep delivery moving without compromising quality.

• 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 those that will disappoint someone.

• Protect the engineering team from scope creep while keeping stakeholders bought in to the plan.

• Use AI tools actively in 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.

• 2–4 years of product management experience in a business‑facing, stakeholder‑intensive environment.

• Demonstrated use of AI in product work, at minimum writing specs or requirements with AI assistance.

• 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.

• Experience working in complex multi‑stakeholder environments.

• Experience contributing to a…