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Director of Strategic Planning and Operations


Job Location:

Chicago, IL - USA

Monthly Salary: $ 165000 - 185000
Posted: 21 August 2026 (26 days ago)
Application Deadline: 18 November 2026
Vacancies: 1 Vacancy

Job Summary

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 6500 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 .

POSITION SUMMARY

This position is the backbone of Maintenance Operations supporting the different business leaders across the team including the Airframe and Engine businesses. The role is primarily focused on the planning side ensuring JPE and JSSI work diligently and proactively on parts planning owning all cost avoidance planning and execution and serving as the single point through which all vendor agreements are administered. Ultimately this advanced planning strategy paired with disciplined execution will directly improve customer service and reduce our overall maintenance costs.

KEY RESPONSIBILITIES:

1. Cost Savings Identification and Management

  • Lead the identification tracking and execution of all cost savings opportunities across airframe and engine maintenance events including alternatives to full shop visits.
  • Collaborate closely with the Director of FP&A and the Technical Team to quantify evaluate and prioritize cost avoidance strategies.
  • Develop and maintain a cost savings pipeline tracker reporting progress and outcomes to the EVP of Maintenance Operations on a regular basis.
  • Champion a cost-conscious culture within the Maintenance Operations team ensuring all viable alternatives to traditional shop events are assessed before commitment.

2. Operational Decision Support for Engine and Airframe Events

  • Provide analytical and strategic support to Regional Directors and Field Teams in selecting the optimal maintenance solution for each engine and airframe event.
  • Leverage JSSIs contractual terms with approved vendors to ensure the most cost-effective and operationally sound choices are made.
  • Serve as the internal subject matter expert on vendor capabilities pricing structures and agreement terms to guide field-level decisions.
  • Develop decision frameworks and playbooks to streamline event routing and vendor selection across the organization.

3. Vendor Relationship Management and Agreement Administration

  • Own and administer all vendor and agreements within the Maintenance Operations portfolio ensuring terms are clearly documented communicated and adhered to.
  • Proactively monitor vendor performance and compliance with contracted terms escalating discrepancies and driving resolution.
  • Track and analyze spend with strategic vendors identifying trends risks and opportunities for renegotiation.
  • Lead proactive engagement with vendors ahead of agreement renewals and expirations ensuring JSSI is never caught in an unfavorable position.
  • Collaborate new and renewal agreements in alignment with the EVPs strategic objectives supported by data-driven insights.

4. JPE (JSSI Parts and Engines) Relationship and Procurement Optimization

  • Act as the primary liaison between Maintenance Operations and JPE fostering a strong internal partnership to maximize procurement through JPE channels.
  • Track and report all Maintenance Operations spend directed through JPE setting targets and monitoring performance against them.
  • Provide regular reporting and insights to the EVP on JPE spend utilization trends and opportunities for increased internal sourcing.

5. Rental Asset Planning & Scheduling

  • Oversee alongside the JPE Rental Team all the planning and scheduling for JSSI Events including engines and APUs.
  • Deliver and update a mid and long-term forecast for Rental Engine requirements.

6. Maintenance Forecast & Data Enhancement

  • Partner closely with the Maintenance FP&A Director to ensure the accuracy and integrity of all maintenance cost forecasts including engine and airframe events across the enrolled fleet.
  • Develop and maintain reporting tools and dashboards that give the EVP of Maintenance Operations real-time visibility into cost performance forecast accuracy and key operational metrics.

7. Growth Planning & Workforce Strategy Support

  • Support the Customer Support Regional Directors with all aspects of growth planning across their regionsfrom a headcount asset distribution and potential hires perspective.
  • Maintain an up-to-date scorecard and supporting metrics to track growth progress against plan.
  • Collaborate constantly with managers across Maintenance Operations to validate assumptions and refine growth needs.
  • With the use of scorecards and metrics Provide the EVP of Maintenance Operations with an updated consolidated view of business and growth needs on a regular basis.
REQUIRED QUALIFICATIONS:
  • Bachelors degree in Business Administration Operations Management Aviation Management or a related field.
  • Minimum 10 years of experience in operations management strategic planning procurement or a related discipline with at least 3 years in a senior leadership or director-level role.
  • Demonstrated experience managing vendor relationships contracts and commercial agreements.
  • Strong analytical skills with the ability to build and interpret financial and operational data models.
  • Project Management certification (PMP CAPM) or equivalent demonstrated project management experience.
  • Proficiency in Microsoft Office Suite; advanced Excel skills required.
  • Excellent communication and executive presence; proven ability to present to and influence C-Suite and senior leadership stakeholders.

PREFERRED QUALIFICATIONS:
  • Experience in the aviation industry with specific knowledge of business aviation maintenance operations MRO environments or aircraft technical services.
  • Familiarity with engine and airframe maintenance programs shop visit planning and maintenance event economics.
  • Prior experience in a parts procurement or supply chain role within an aviation context.
  • Experience working alongside or within a Finance/FP&A function with demonstrated ability to contribute to forecast accuracy and cost management reporting.
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 $165000 to $185000 with the final offer determined by variable factors including but not limited to market location job-specific knowledge skills education and 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.

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.

Required Experience:

Director


About Company

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Jet Support Services, Inc. (JSSI), is the leading independent provider of aircraft maintenance support and financial services in business aviation.

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