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Remote Flight Engineer Jobs in Chicago, IL (NOW HIRING)

Director, DevOps

Chicago, IL · Remote

$54.25 - $74.50/hr

... s engineer who takes genuine pride in keeping production systems healthy, secure, and humming. You ... This is a fully remote opportunity. What You'll Do Operations & Reliability * Support, monitor, and ...

Remote Flight Engineer information

See Chicago, IL salary details

$47.9K

$122.1K

$268.4K

How much do remote flight engineer jobs pay per year?

As of Sep 2, 2026, the average yearly pay for remote flight engineer in Chicago, IL is $122,085.00, according to ZipRecruiter salary data. Most workers in this role earn between $97,900.00 and $118,500.00 per year, depending on experience, location, and employer.

What is a remote flight engineer?

Remote flight engineers are specialists who monitor, manage, and troubleshoot an aircraft's systems and performance from a remote location rather than being physically onboard. They use advanced software and communication tools to oversee flight operations, assist pilots with technical issues, and ensure the safety and efficiency of flights. This role is increasingly important in the era of unmanned aerial vehicles (UAVs) and advanced commercial aviation, where remote oversight is crucial for operations. Remote flight engineers typically have backgrounds in aeronautical engineering, aviation technology, or related fields. Their expertise helps improve flight safety, support pilots, and optimize aircraft performance from afar.

What are the key skills and qualifications needed to thrive as a remote flight engineer?

To thrive as a Remote Flight Engineer, you need a strong background in aerospace engineering, flight operations, and systems troubleshooting, typically supported by a relevant engineering degree and experience in aviation. Familiarity with flight simulation software, remote monitoring tools, avionics systems, and certifications such as FAA Airframe & Powerplant (A&P) or equivalent are commonly required. Strong problem-solving abilities, attention to detail, and effective communication skills are crucial for coordinating with pilots and technical teams remotely. These skills ensure the safe and efficient operation of aircraft systems, especially when managing complex technical issues from a distance.

How does a remote flight engineer typically collaborate with pilots and ground operations teams during a mission?

A Remote Flight Engineer works closely with both pilots and ground operations teams to ensure aircraft systems are functioning optimally throughout a mission. Communication is primarily conducted via secure digital channels, allowing for real-time troubleshooting, performance monitoring, and system adjustments. The engineer may be responsible for interpreting telemetry data, advising on technical issues, and coordinating with maintenance crews if potential problems are detected. Strong teamwork and clear, concise communication are essential, as decisions often have immediate safety and operational implications.

What is the difference between Remote Flight Engineer vs Remote Aircraft Maintenance Technician?

AspectRemote Flight EngineerRemote Aircraft Maintenance Technician
Required CertificationsFAA Flight Engineer License, type ratingsFAA Airframe & Powerplant (A&P) Certification
Work EnvironmentAircraft systems, flight planning, remote monitoringAircraft inspections, repairs, maintenance tasks
Industry UsageCommercial and cargo airlines, private jetsAircraft maintenance companies, airlines
Common Search IntentRemote flight engineering roles, flight systemsAircraft repair, maintenance jobs

The Remote Flight Engineer primarily focuses on overseeing aircraft systems, flight planning, and monitoring remotely, often requiring specialized licenses. In contrast, the Remote Aircraft Maintenance Technician handles inspections and repairs, typically holding A&P certifications. Both roles are essential in aviation, but they differ in responsibilities and certifications. Understanding these differences helps job seekers target the right remote aviation roles.

What are the most commonly searched types of Flight Engineer jobs in Chicago, IL?

The most popular types of Flight Engineer jobs in Chicago, IL are:

Infographic showing various Remote Flight Engineer job openings in Chicago, IL as of June 2026, with employment types broken down into 99% Full Time, and 1% Part Time. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $122,085 per year, or $58.7 per hour.

Director, DevOps

Inizio Evoke

Chicago, IL • Remote

$54.25 - $74.50/hr

Full-time

Medical, Dental, Retirement

Posted 21 days ago


Job description

In the journey of your life, your career should make a difference.

At Inizio Evoke, we come together-to do the best work, in the best possible place. We're all in. Because it's everyone's role to make health more human.

About the Role

We're looking for a DevOps engineer who takes genuine pride in keeping production systems healthy, secure, and humming. You'll own the infrastructure behind a cutting-edge agentic AI platform - from day-to-day operations to architectural decisions - and operate as a trusted peer on a collaborative platform team. This is a hands-on individual contributor role; the Director title reflects the scope of ownership and independence we expect, not the size of a team you'll manage.

This is a fully remote opportunity.

What You'll Do

Operations & Reliability

  • Support, monitor, and operate a production agentic AI platform running on AWS
  • Ensure all services are up, responsive, and scaling appropriately under real-world load
  • Own incident response end-to-end - triage, resolve, document, and follow through on prevention
  • Manage infrastructure across multiple AWS accounts spanning production and non-production environments
  • Lead release management and weekly operational rituals to ensure enhancements reach production smoothly

Infrastructure & Automation

  • Infrastructure as code is the way - we're a team that builds, deploys, and evolves everything through automation.
  • Research and evaluate new solutions to cloud infrastructure challenges; bring recommendations, not just options
  • Enforce engineering best practices with conviction - you understand why doing it right matters, even when shortcuts are tempting
  • Take rough direction, identify and propose solutions, gather feedback, and ship

Security & Compliance

  • Monitor security tooling and participate in security scans and vulnerability reviews
  • Ensure the platform stays compliant with security and data protection requirements
  • Treat compliance as an engineering concern, not a checkbox exercise

Collaboration & Process

  • Manage a backlog, track work in flight, and report progress clearly and regularly to stakeholders
  • Collaborate with the platform development team on changes and deployments - you're a peer at the table, not a downstream recipient
  • Participate actively in agile ceremonies: daily standups, sprint planning, and sprint reviews/closures
  • Partner with the platform development on sprint priorities, product backlog, and cross-team dependencies.
  • Surface issues early and proactively; the team shouldn't have to ask how things are going

What You'll Bring

Experience

  • 8+ years of hands-on DevOps or platform engineering experience at senior or staff/director level
  • Demonstrated ownership of production SaaS environments - you've been the person on the hook when things break
  • A track record of making sound, independent infrastructure decisions without creating downstream chaos

Technical

  • Deep AWS expertise, including multi-account management and production SaaS environments
  • Infrastructure as Code fluency in Terraform, AWS CDK, or both
  • Solid software engineering fundamentals - writes production-quality code in Python and TypeScript
  • Automation-first instincts - uses software to eliminate manual work and prevent future toil
  • Serverless infrastructure experience
  • Centralized logging and log management at scale
  • Metrics, monitoring, alerting, and reporting tooling
  • Experience with structured release management processes

Ways of Working

  • Highly organized - you run a backlog, track commitments, and communicate status without being asked
  • Proactive by default - you surface problems early and come with a proposed path forward
  • Comfortable in ambiguity - you can take rough direction and figure out the rest
  • Intellectually honest - you share your opinion clearly, then fully support the group's decision
  • Deeply aware of the cost of complexity - you know that complexity can be moved, but it's rarely erased; every decision to add it is a decision you're willing to own long-term
  • You treat engineering as a craft; this work should feel meaningful, not mechanical

Work Environment & Benefits

Inizio Evoke offers a fully remote work environment, competitive compensation, and outstanding company-paid benefits, including medical, dental, 401(k), tuition reimbursement, and flexible time off.

We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender, gender identity or expression, or veteran status. We are proud to be an equal opportunity workplace.