JSSI is transforming into an AI-first technology and product organization, and Product Managers are at the heart of how that transformation gets executed. Reporting to a Director of Product, you will work within a specific business unit as a trusted product partner — owning discovery, requirements, and delivery oversight for a portfolio of products and initiatives that matter to the business.
This is not a coordination role. You will build your own relationships with business unit stakeholders, run structured discovery to understand what they actually need, and translate that into clear, prioritized specs that our engineering teams and AI agents can work from. You will use AI as a core part of how you work every day — writing requirements faster, synthesizing user feedback at scale, and continuously finding ways to do more with less time.
You will partner closely with your Director of Product, who owns the overall BU relationship and team strategy. Within that partnership, you are expected to show up as a proactive, trusted presence with the business — not someone who waits to be pointed at a problem, but someone who finds them.
Duties and Responsibilities:
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
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
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
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
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
Build and maintain business relationships
Run structured discovery and requirements
Drive delivery and adoption
Prioritize and communicate tradeoffs
Work AI-first
Desired Credentials:
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
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
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
Required
Strongly preferred
Not required
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.
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 $110,000 to $160,000, 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.
Skills Required
- 2-4 years of product management experience
- Demonstrated use of AI in product work
- Proven ability to build relationships with stakeholders
- Strong written communication skills
- Comfortable with ambiguity
- Chicago-based with office attendance
- Experience in multi-stakeholder environments
- Experience with AI-assisted delivery models
- Exposure to agile delivery processes
What We Do
For more than 30 years, Jet Support Services, Inc. (JSSI), has been the leading independent provider of maintenance support and financial services to the business aviation industry. JSSI is responsible for maintaining in excess of 2,000 business jets, regional jets and helicopters across the globe and serves customers through an infrastructure of certified technical advisors. JSSI leverages this technical knowledge, experience, buying power and data to provide support at every stage of the aircraft life cycle; from aircraft acquisition to aircraft teardown and part out. GTCR, a leading private equity firm, is a majority investor in JSSI.
