Full-Time

Assistant Chief Pilot

Updated on 9/3/2026

Deadline 8/20/27
EagleView

EagleView

1,001-5,000 employees

Geospatial software and aerial imagery analytics

Compensation Overview

$65k - $80k/yr

+ 10% bonus potential

Remote in USA

Remote

Must work within the Eastern time zone. Travel is required up to 40% annually.

Bachelor's

Category
Aerospace Engineering (1)
Required Skills
SharePoint
Microsoft Office

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Requirements
  • Current Commercial Pilot License.
  • Current Certified Flight Instructor and Multi-Engine Instructor ratings.
  • Current Class 1 or Class 2 medical certificate.
  • At least 650 hours of total flight time.
  • At least 350 hours as pilot in command.
  • At least 30 hours of multi-engine flight time.
  • At least 300 hours of dual instruction given.
  • At least 200 hours of cross-country flight time.
  • Restricted Radiotelephone Operator Permit.
  • Familiarity with Part 91 operating guidelines.
  • Ability to pass a drug test and background check.
  • Ability to work within the Eastern time zone.
  • Valid passport.
  • Valid driver's license.
  • English proficiency.
Responsibilities
  • Promote and maintain a positive safety and Just Culture within PFA and with the Safety Manager, participate in the Safety Management System through hazard identification, reporting, and root cause analysis, and ensure lessons learned are communicated and implemented across the pilot group.
  • Conduct and supervise ground and flight training for Line Pilots and Instructor Pilots, including training on image capture systems and troubleshooting, and serve as trainer and performance evaluator for both groups.
  • Develop and manage a structured Initial Operating Experience program, including progress tracking, standardization, completion criteria, and consistent training delivery, evaluation standards, and Standard Operating Procedure adherence among Instructor Pilots.
  • Develop, implement, and maintain company policies, Standard Operating Procedures, manuals, and safety procedures with the Chief Pilot, and provide feedback for manual revisions based on operational experience and identified gaps.
  • Maintain training records, license, rating, and qualification tracking, monitor upgrade readiness, and supervise or coordinate proficiency checks for Line Pilots and Instructor Pilots.
  • Provide operational oversight of daily flight activities, support go/no-go decisions based on weather, aircraft status, and mission requirements, and coordinate daily flight missions with operational staff.
  • Support pilots in real time with operational decision-making, risk assessment, and problem resolution, and guide mission execution to maximize capture efficiency and sun-angle utilization while minimizing downtime.
  • Coordinate with Maintenance to ensure aircraft availability, status visibility, and timely return to service; oversee pilot discrepancy reporting and aircraft issue documentation; and support or coordinate Functional Check Flights, validation, and post-maintenance checks.
  • Conduct routine audits of Standard Operating Procedure and Flight Operations Manual compliance, address deviations through training and standardization, and lead initiatives to improve safety practices and operational consistency.
  • Monitor and analyze operational metrics including capture success rate, rejection rate, aircraft downtime, and mission completion efficiency; identify trends; and implement corrective actions toward key performance indicator objectives.
  • Serve as a primary point of contact for pilots by providing operational guidance, expectations, updates, notices, and best practices, and support pilot development through coaching, feedback, and performance management.
  • Ensure airports and routes served by PFA are operationally suitable and meet company requirements.
  • Travel as required, up to 40% annually.
  • Perform other duties assigned by the Chief Pilot.
Desired Qualifications
  • Aerial survey or aerial imaging operational experience.
  • Previous aviation management or Chief Pilot or Assistant Chief Pilot experience.
  • Certified Flight Instructor II rating.
  • Proficiency with Microsoft Office suite.
  • Experience with Concur, Smartsheet, Microsoft Teams, and SharePoint.
  • Experience working in a remote environment.
  • Certified Flight Instructor experience with at least 2 years of teaching experience and Multi-Engine Instructor experience with at least 100 hours of instruction.
  • At least 2 years of aviation leadership experience.
  • Ability to collaborate with multiple layers of a growing organization.
  • Ability to prioritize and adapt quickly.
  • Organization, dependability, and self-sufficiency.
  • Ability to exercise discretion and handle confidential matters.
  • Flexibility and willingness to pivot quickly when needed.
  • Availability during off-hours and weekends as needed.
  • Understanding of responsibilities in a remote work environment.
  • College degree or equivalent experience.

EagleView provides geospatial software, aerial imagery, and analytics to industries like construction, solar, government, insurance, and utilities. Its core product combines GIS mapping with a massive database of imagery and advanced analytics to deliver precise property insights. The platform works by using over 1 billion images and geospatial data to produce actionable reports, such as install-ready solar designs and wall reports with material breakouts, helping customers assess sites, estimate costs, and plan work. EagleView differentiates itself through its extensive image library, focus on accuracy and reliability, and specialized outputs that translate complex data into ready-to-use designs and reports. The company’s goal is to help clients reduce costs, lower labor safety risks, and boost profitability by enabling informed decision-making and more efficient operations.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Bothell, Washington

Founded

2008

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Simplify Jobs

Simplify's Take

What believers are saying

  • Patrick Gill’s July 30, 2026 promotion unifies insurance and commercial sales.
  • EagleView says it supports 19 of North America’s top 20 insurance carriers.
  • February 2026 3D property intelligence cuts site visits with 98.77% accurate measurements.

What critics are saying

  • Nearmap settlement on May 29, 2026 proves EagleView still fights expensive IP battles.
  • AI-native GIS vendors will bypass static imagery by 2027, compressing EagleView pricing.
  • EagleView’s 12.8% headcount decline since 2023 signals margin pressure and execution strain.

What makes EagleView unique

  • EagleView’s 100-aircraft fleet has imaged nearly every U.S. property for 25 years.
  • Its 300-plus patents and 3.5-billion-image library create switching costs across workflows.
  • EagleView Horizon, launched April 2026, embeds agentic GeoAI into EagleView One.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Health Savings Account/Flexible Spending Account

Paid Vacation

Paid Sick Leave

Parental Leave

401(k) Retirement Plan

Pet Insurance

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

7%
Business Insider
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By using industry-focused CRM features and strategic AI implementation, the roofing industry is finding ways to become more efficient and profitable. As tech innovators continue to find ways to make meaningful improvements to contractors' day-to-day workflows, the contractors who are quickest to adapt these tools will likely find new opportunities to improve their operations. About JobNimbus JobNimbus is an AI-enabled CRM for roofing contractors, purpose-built to support businesses from their first million to their next hundred, without the chaos. By connecting every stage of the job lifecycle, from winning work to collecting payment and driving referrals, JobNimbus replaces the fragmented stacks holding growing contractors back. JobNimbus is trusted by over 8,000 contractors every day. Contact. JobNimbus [email protected] Sponsored Financial Content

EagleView
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EIN Presswire
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Commercial Observer
Apr 21st, 2026
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GlobeNewswire
Apr 7th, 2026
CORRECTION: Eagleview welcomes insurance sales veteran Jamie Shreeves as Senior Enterprise Sales Executive.

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