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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.  Position Summary As JSSI’s Technical Support Manager, you’ll lead and mentor a team of four Technical Support Specialists across our Chicago and Philippines locations. You’ll own our Zendesk ticketing platform and overall Service Desk operations, coordinating with support agents across the organization to ensure that the high Service Desk standards our users count on are met every day. This is a pivotal moment for our team: we’re beginning an AI transformation, and you’ll champion the adoption of AI and automation to resolve tickets faster, elevate customer service, and accelerate how the team learns and grows. This is a hands-on, player-coach role: beyond leading the team, you’ll personally work escalated tickets, lead projects, deliver white-glove support to our executives, and step in on any task when the team is at capacity to keep us on SLA.