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Legacy Pilot Jobs in Michigan (NOW HIRING)

At GrayMatter, we uncover the industrial intelligence buried in clipboards, legacy systems, and ... Performing onsite pilots, testing, and demos as needed. * Location: This position reports to our ...

Lead proof-of-concept initiatives and pilot programs for new integration tools and platforms * Drive modernization of legacy systems through cloud-native and API-first approaches QUALIFICATIONS * Ten ...

Devsecops Engineer

Troy, MI

$49.75 - $68/hr

Drive cultural transformation from legacy, document-heavy workflows toward agile, DevOps-based engineering models focused on automation, feedback, and continuous improvement. * Evaluate, pilot, and ...

Financial Analyst

Sterling Heights, MI ยท On-site

$99K - $166K/yr

... legacy Excel-based processes * Support month-end close by preparing journal entries, identifying ... Champion finance transformation by identifying, piloting, and implementing emerging technologies ...

Legacy Pilot information

See Michigan salary details

$43.1K

$114.1K

$175.2K

How much do legacy pilot jobs pay per year?

As of Aug 8, 2026, the average yearly pay for legacy pilot in Michigan is $114,106.00, according to ZipRecruiter salary data. Most workers in this role earn between $87,200.00 and $135,100.00 per year, depending on experience, location, and employer.

What is a legacy pilot?

A Legacy Pilot is an experienced aviator who flies older aircraft models that are still in operation, often for specialized missions, training, or historical purposes. They may work for private companies, military organizations, or heritage aviation groups. Their role requires extensive knowledge of outdated systems and flight procedures, as well as the ability to troubleshoot aging equipment. Legacy Pilots often help preserve aviation history and ensure that classic aircraft remain operational.

How much do legacy pilots make?

Legacy pilots, typically employed by major airlines, earn an average annual salary ranging from $100,000 to $200,000 or more, depending on experience, seniority, and aircraft type. Salaries increase with flight hours, certifications, and years of service, and pilots often receive additional benefits such as per diem and retirement plans.

What are the key skills and qualifications needed to thrive as a legacy pilot?

To thrive as a Legacy Pilot, you need an in-depth understanding of aviation principles, extensive flight experience (often with military or major airline backgrounds), and relevant commercial pilot certifications such as an Airline Transport Pilot (ATP) license. Familiarity with legacy aircraft models, older avionics systems, and specific airline or military flight protocols is essential. Exceptional decision-making, situational awareness, and strong communication with crew and ground staff are standout soft skills. These competencies are crucial to safely and efficiently operating legacy aircraft, which may require specialized knowledge and adaptability in varied operational environments.

What are common challenges faced by legacy pilots working with older aircraft?

Legacy Pilots often operate aircraft featuring older technology and avionics, which can present unique maintenance and operational challenges compared to modern fleets. They need to stay proficient in manual flying skills, as automation levels may be limited or absent in legacy models. Collaborating closely with maintenance crews and staying updated on changing regulations for aging aircraft are also part of the role. This environment can be rewarding for pilots who enjoy hands-on flying and problem-solving, but it requires adaptability, meticulous attention to detail, and a strong safety focus.

What are popular job titles related to Legacy Pilot jobs in Michigan? For Legacy Pilot jobs in Michigan, the most frequently searched job titles are:
Infographic showing various Legacy Pilot job openings in Michigan as of August 2026, with employment types broken down into 67% Full Time, and 33% Temporary. Highlights an 100% In-person job distribution, with an average salary of $114,106 per year, or $54.9 per hour.

DIR OF TECHNOLOGY & INNOVATION

City of Dearborn Career Opportunities

Dearborn, MI โ€ข Hybrid

$155K/yr

Full-time

Re-posted 19 days ago


Job description

SALARY:ย  ย  ย  $155,000

DISTINGUISHING FEATURES OF WORK:

This is specialized administrative work in the overall management of the City's information systems in a complex data and telecommunications environment, including computer services; voice, data, and video signals; and public safety support services.ย  Based on administrative priorities, the appointee is responsible for strategic planning to ensure appropriate use of Information Technology in maintaining or improving the quality, efficiency and cost effectiveness of public services.ย 

The appointee interacts with fellow employees, visitors, and citizens of the City of Dearborn and demonstrates the highest standards of internal and external customer service.

DUTIES AND RESPONSIBILITIES:

Essential Job Functions (Functions essential to attaining job objectives):

  • Strategic Leadership: Develops and defines policies, objectives, and roadmaps for the continuous advancement of IT, Geographic Information Systems (GIS), and smart city initiatives (e.g., the Dearborn Innovation Hub and AI pilot programs).

  • System Modernization: Oversees the decommissioning of legacy mainframe architectures and leads the migration and integration of modern, cloud-based SaaS platforms (such as BS&A ERP and Trimble Unity Enterprise Asset Management).

  • Cybersecurity & Compliance: Controls overall enterprise security. Partners with federal and state agencies (e.g., CISA, MSP/EMHSD) to manage vulnerability scanning, web application security, and grant-funded cybersecurity hardening projects (SLCGP).

  • Disaster Recovery: Oversees database administration and ensures highly resilient data protection and advanced backup solutions (e.g., Google Cloud Platform environments) specifically tailored for uninterrupted public safety and 911 dispatch operations.

  • Vendor & Grant Management: Monitors contracts, negotiates service level agreements (SLAs), and oversees vendors engaged in IT-related projects. Actively pursues, secures, and manages federal and state technology grants.

  • Digital Accessibility & Web: Ensures public-facing digital properties (like dearborn.gov) meet modern accessibility standards (WCAG 2.1 AA) and deploys effective telecom strategies (e.g., IVR Auto-Attendants) to protect staff workflows and improve resident communication.

  • Infrastructure Management: Plans and coordinates the maintenance, networking, and secure data transfer across multiple municipal facilities and hybrid cloud environments (e.g., Google Workspace administration).

  • Demonstrates regular and predictable attendance.

Marginal Job Functions (Peripheral or incidental to primary job functions):

  • Performs related work as required.ย ย 

KNOWLEDGE, SKILLS AND ABILITIES:

  • Considerable knowledge of modern cloud-based Enterprise Resource Planning (ERP) and municipal software environments, including system integration via APIs, SaaS architecture, and secure data migration from legacy systems.

  • Extensive knowledge of cybersecurity frameworks (NIST, CISA), network vulnerability assessments, and managing hybrid cloud/on-premise disaster recovery solutions for critical municipal operations.

  • Considerable knowledge of modern unified communications, Google Workspace enterprise administration, and advanced threat filtering.

  • Thorough knowledge of appropriate standards and evaluation criteria for the selection, procurement, and management of IT consultants, contractors, and third-party software vendors.

  • Working knowledge of core municipal government functions (Finance, Assessing, Public Works, Public Safety).

EXPERIENCE AND TRAINING:

A Bachelor's degree in Information Technology, Computer Science, Public Administration, or a related field of study, plus considerable relevant executive management experience in an IT environment. Experience must include leading large-scale system migrations, enterprise cloud adoption, cybersecurity management, development of technology budgets, and staff development.

A graduate degree is preferred and may substitute for some experience. Professional certifications (e.g., CISSP, PMP, ITIL) and continuing education in executive management, cybersecurity, and public sector technology are highly desirable.

NECESSARY SPECIAL QUALIFICATIONS:

A valid driver license and a good driving record.