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Remote Pilot Ground Instructor Jobs in Chicago, IL

CSA Education

Executive Project Manager

Chicago, IL · Remote

$5.50K - $6.50K/mo

Zia Learning is an entirely remote company with offices based in downtown Chicago. Applicants can ... Lead submission and review readiness for state and district projects, managing documentation, pilot ...

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All JobsRemote Pilot Ground Instructor JobsRemote Pilot Ground Instructor Jobs in Chicago, IL

Remote Pilot Ground Instructor information

See Chicago, IL salary details

$40.7K

$106.1K

$176.7K

How much do remote pilot ground instructor jobs pay per year?

As of May 28, 2026, the average yearly pay for remote pilot ground instructor in Chicago, IL is $106,144.00, according to ZipRecruiter salary data. Most workers in this role earn between $86,500.00 and $130,300.00 per year, depending on experience, location, and employer.

What is the difference between Remote Pilot Ground Instructor vs Drone Pilot?

AspectRemote Pilot Ground InstructorDrone Pilot
CertificationsFAA Remote Pilot Ground Instructor Certificate, knowledge of FAA Part 107 rulesFAA Remote Pilot Certificate (Part 107)
Work EnvironmentTraining settings, classrooms, online instructionOperational flying, fieldwork, aerial photography
Employer & IndustryFlight schools, training organizations, drone education providersCommercial drone operators, media, agriculture, inspection

The Remote Pilot Ground Instructor primarily focuses on training and certifying drone pilots, often working in educational or training environments. In contrast, a Drone Pilot actively operates drones in various industries. While both roles require FAA Part 107 certification, the instructor role emphasizes teaching and certification, whereas the drone pilot role emphasizes operational flying.

What are the most commonly searched types of Pilot Ground Instructor jobs in Chicago, IL? The most popular types of Pilot Ground Instructor jobs in Chicago, IL are:
What are popular job titles related to Remote Pilot Ground Instructor jobs in Chicago, IL? For Remote Pilot Ground Instructor jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Pilot Ground Instructor jobs in Chicago, IL look for? The top searched job categories for Remote Pilot Ground Instructor jobs in Chicago, IL are:
Remote Pilot Ground Instructor jobs near you
Director of Technical Account Management, Customer Success, Cybersecurity / DLP

Director of Technical Account Management, Customer Success, Cybersecurity / DLP

Planet Green Search

Chicago, IL • On-site, Remote

Other

Medical, PTO

Posted 28 days ago

Job description

Director of Technical Account Management, Customer Success Director of Technical Account Management, Customer Success

Leading DLP AI Cybersecurity Provider | Remote (US) | Full-Time

The Mission

You're the cybersecurity co-pilot every enterprise trusts when their crown-jewel data is on the line. As the leader of Technical Account Management & Customer Success for a pioneering DLP AI platform, you'll turn complex cybersecurity challenges into seamless wins-onboarding global teams, preventing data leaks before they happen, and proving ROI that makes CISOs sleep better at night.

When a Fortune 500 security team panics at 2 a.m. over an exfiltration alert, you're the voice that turns chaos into control. When a "nice-to-have" becomes a "must-have" DLP policy, you're the one translating real-world cyber risk into product reality. Their cybersecurity victories become your adrenaline rush.

What You'll Actually Do (and why it's next-level)
  • Master the DLP AI Engine Speak fluent regex, ML classification, and behavioral analytics. Debug policy false-positives while briefing the CISO in the same breath.
  • Orchestrate Zero-Friction Onboarding at Cyber Speed Build launch sequences-live fire drills, policy simulators, executive playbooks-that get DLP AI live and enforcing in under 30 days.
  • Run Customer Cyber Health Like a SOC Dashboard Instrument real-time signals (policy adoption, leak attempts blocked, user friction spikes) to predict and prevent churn before the customer feels pain.
  • Fuel the DLP AI Roadmap with Frontline Intel Funnel raw cybersecurity feedback-"this endpoint is blind," "we need USB control yesterday"-straight into sprint zero. Watch your insights ship as zero-day DLP defenses.
  • Scale a World-Class Cyber Success Empire Player-coach today, general tomorrow: hire, train, and arm a team that turns every support ticket into a cybersecurity success story.
  • Triage Like a Cyber Incident Commander Partner with Engineering to reproduce, prioritize, and neutralize DLP gaps before they trend on Dark Web forums.
  • Travel Like a Cyber Road Warrior (30%) Boots-on-ground for red-team workshops, CISO dinners, and turning pilot POCs into multi-year, seven-figure DLP AI deployments.
You, in Bullet-Proof Cyber ArmorSuperpowerProof You Have ItCyber Empathy at ScaleYou read the SOC and the boardroom.DLP AI NinjaCan tune a policy in Postman while calming a frantic GC.Relationship FortifierTurn one DLP champion into an internal cybersecurity sales force.Threat Data BloodhoundSpot exfil patterns like Neo sees code.Cyber StorytellerMake "here's your PII leak map" feel like a TED Talk on steroids.Bonus: Cybersecurity Scar TissueYou've lived through a breach postmortem-or stopped one cold.
The Fine Print (but make it epic)
  • 70% Remote, 30% Cyber Field Ops - Quarterly "DLP War Rooms" in Austin + fly-to-customer breach simulations.
  • Arsenal: Our DLP AI platform, Gainsight, Notion, Loom, Linear, and your unbreakable cyber charisma.
Why You'll Never Look Back

This isn't a job. It's command of the post-sale cybersecurity universe at the company redefining DLP with AI.

You'll report to the CRO, shape product with Engineering, and hold equity that moves when data leaks stop.

Plus, the perks? We secure what matters-including you. Benefits built for balance, growth, and peace of mind in a hybrid world (may vary by country):

  • Health Benefits - Full armor for you and your family.
  • Hybrid Work - Flex between home base and cyber HQ.
  • Unlimited PTO - Recharge to stay sharp on the front lines.
  • Company Swag - Rep the shield. Look cyber sharp.
  • Lunch & Happy Hours - Free fuel for late-night DLP policy jams.
  • Snacks & Drinks - Endless caffeine-some say the best coffee in cybersecurity.

Ready to lead the DLP AI revolution and own customer success like a cyber startup founder with Series B firepower? Drop your resume + a 3-bullet "here's how I 10x'd a cybersecurity outcome" story.

Let's make our DLP AI the platform CISOs swear by in Slack

Director of Technical Account Management, Customer Success

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