Chief Operating Officer
Tallahassee, FL · On-site +1
Strong Preference • Remote-market, island, or austere operating experience - particularly where ... pilot experience, especially where it reflects real operational judgment in challenging ...
Chief Operating Officer
Tallahassee, FL · On-site +1
Strong Preference • Remote-market, island, or austere operating experience - particularly where ... pilot experience, especially where it reflects real operational judgment in challenging ...
Appointment Setter/SDR
Saint Petersburg, FL · On-site +1
$6.3K - $8.7K/mo
... remote high-ticket Setter who wants to plug into a real machine and scale with a team that's already moving. Business Information Links: * Landing Page & Testimonials * Trust Pilot Reviews * CEO's ...
Appointment Setter/SDR
Saint Petersburg, FL · On-site +1
$6.3K - $8.7K/mo
... remote high-ticket Setter who wants to plug into a real machine and scale with a team that's already moving. Business Information Links: * Landing Page & Testimonials * Trust Pilot Reviews * CEO's ...
Sales Development Representative (SDR)
Saint Petersburg, FL · On-site +1
$6.3K - $8.7K/mo
Remote - US/Canada Reporting To: Rob Vento - Setter Manager Compensation: $6,300 - $8,700 / month ... Trust Pilot Reviews * CEO's LinkedIn * Current Setter Testimonials: (see what the current team ...
Sales Development Representative (SDR)
Saint Petersburg, FL · On-site +1
$6.3K - $8.7K/mo
Remote - US/Canada Reporting To: Rob Vento - Setter Manager Compensation: $6,300 - $8,700 / month ... Trust Pilot Reviews * CEO's LinkedIn * Current Setter Testimonials: (see what the current team ...
Remote Chief Pilot information
What is a remote chief pilot?
A Remote Chief Pilot is a senior aviation professional responsible for overseeing the operations, safety, and compliance of remotely piloted aircraft systems (drones) within an organization. This role involves managing remote pilot teams, ensuring regulatory compliance, developing operational procedures, and coordinating with regulatory authorities. The Remote Chief Pilot also provides training, conducts safety audits, and ensures that all unmanned aircraft operations adhere to industry standards and legal requirements. This position is often found in industries such as aerial surveying, agriculture, media, and delivery services.
What are the key skills and qualifications needed to thrive as a remote chief pilot?
To thrive as a Remote Chief Pilot, you need an advanced pilot license (such as an ATP), extensive flight experience, and deep knowledge of aviation regulations, flight operations, and safety management. Familiarity with flight planning software, aviation safety systems, and regulatory compliance tools is essential, along with possible certifications like FAA Part 135 or Part 121. Strong leadership, decision-making, and communication skills set top candidates apart, enabling them to manage pilot teams and coordinate with various departments effectively. These competencies are vital to ensure safe, compliant operations and to lead teams remotely while maintaining high standards in flight safety and efficiency.
How does a remote chief pilot typically coordinate with flight crews and operations teams when working offsite?
A Remote Chief Pilot leverages digital communication tools such as video conferencing, instant messaging, and flight management systems to maintain regular contact with flight crews and operations teams. They conduct virtual briefings, review schedules, address compliance issues, and provide guidance on safety protocols from a distance. Despite being offsite, they remain accessible for decision-making and problem-solving, ensuring seamless operations and strong team collaboration. Effective time management and proactive communication are essential to overcome the challenges of remote leadership in this role.
What is the difference between Remote Chief Pilot vs Remote Flight Operations Manager?
| Aspect | Remote Chief Pilot | Remote Flight Operations Manager |
|---|---|---|
| Credentials | Commercial Pilot License (CPL), Airline Transport Pilot (ATP), FAA certifications | Management certifications, FAA regulations knowledge, operational experience |
| Work Environment | Aircraft oversight, safety compliance, pilot supervision | Operational planning, team management, regulatory adherence |
| Employer & Industry Usage | Airlines, charter companies, aviation services | Airlines, corporate flight departments, aviation management firms |
The Remote Chief Pilot primarily focuses on pilot oversight, safety, and compliance, requiring pilot certifications and aviation experience. In contrast, the Remote Flight Operations Manager handles broader operational planning and team management, often with management certifications and regulatory knowledge. Both roles are essential in aviation but differ in responsibilities and required credentials.
What are the most commonly searched types of Chief Pilot jobs in Florida?
The most popular types of Chief Pilot jobs in Florida are:
Job description
The Role
The COO is the operator-in-chief. This person owns execution across flight operations, maintenance, compliance, engineering, commercial delivery, and government-facing work. They are responsible for turning a compelling thesis into a live, scheduled, economically defensible cargo operation - in the Caribbean first, then across the U.S. and beyond.
You will be asked what is proven and what is still pending. What the real unit economics look like. What breaks in bad weather. What approvals are actually in hand. What the path into defense and government business really looks like. The right COO answers those questions from experience and judgment - not from a memo.
Non-Negotiable Experience
• Built and led complex aviation operations in a regulated, high-consequence environment - with personal accountability for safety, operating readiness, execution discipline, and economic performance in live flight operations. Scheduled Part 135 cargo experience is highly desirable.
• Direct FAA experience tied to bringing new or nonstandard operations to market: certification pathways, operating approvals, waiver and exemption strategy, and regulator-facing problem solving across multiple stakeholders.
• Ability to build constructive, credible working relationships with the FAA and international civil aviation authorities. Experience navigating the space where regulatory, political, and institutional considerations intersect - not just the formal technical process.
• Able to build, pressure-test, and defend a fully burdened aviation operating model - including maintenance, asset life, labor, insurance, compliance overhead, weather exposure, dispatch realities, and capital efficiency.
• Demonstrated ability to lead across functions: flight operations, maintenance, compliance, engineering, commercial execution, and government-facing work simultaneously.
Strong Preference
• Remote-market, island, or austere operating experience - particularly where local regulatory relationships, political dynamics, and operational execution must be managed in parallel.
• Civilian or military pilot experience, especially where it reflects real operational judgment in challenging environments. Flight instructor experience is also valuable.
• Military logistics or defense-mission exposure relevant to tactical resupply, field reliability, mission planning, or public-sector procurement. DoD acquisition fluency - including OTA or rapid-fielding pathways - is a real advantage.
• Experience converting customer interest into contracted demand: take-or-pay structures, government retainers, or repeatable institutional partnerships.
• Cold-chain or other high-reliability specialty logistics experience.
What We Are Not Looking For
• A large-airline executive who has never built in ambiguity.
• A last-mile drone specialist whose experience does not translate to heavier aircraft, longer routes, or serious regulatory and economic constraints.
• A technology executive who treats flight operations as someone else's problem.
• Anyone who approaches regulators as a box-checking exercise or autonomy as a science project.
What You Will Own
• Phase 1 commercial launch: scheduled Caribbean cargo operations from first flight to route-level EBITDA.
• Fully burdened unit economics: documented, verified, and defensible to institutional investors and the board.
• FAA and international regulatory strategy: approvals in hand, not pending assumptions.
• Fleet acquisition, readiness, and uptime across all operating aircraft.
• Commercial execution: take-or-pay contracts, carrier partnerships (FedEx, DHL, Amazon), and government retainers.
• Defense track entry: Army tactical resupply trials, SOFWERX demonstrations, and dual-use contract structure.
• Operational scaling from the Caribbean to U.S. and international markets.
Key Numbers You Will Be Accountable For
• 400 lbs payload | 200+ mile range | <$0.01/lb-mile operating cost
• Fleet uptime target: >80% through Phase 1
• Phase 1 gate: 6 months of on-time scheduled service on at least one Caribbean route
• At least one signed take-or-pay contract before Phase 2 capital is raised
• Regulatory approval in at least two Caribbean jurisdictions
• At least one DoD demonstration completed
The COO is the operator-in-chief. This person owns execution across flight operations, maintenance, compliance, engineering, commercial delivery, and government-facing work. They are responsible for turning a compelling thesis into a live, scheduled, economically defensible cargo operation - in the Caribbean first, then across the U.S. and beyond.
You will be asked what is proven and what is still pending. What the real unit economics look like. What breaks in bad weather. What approvals are actually in hand. What the path into defense and government business really looks like. The right COO answers those questions from experience and judgment - not from a memo.
Non-Negotiable Experience
• Built and led complex aviation operations in a regulated, high-consequence environment - with personal accountability for safety, operating readiness, execution discipline, and economic performance in live flight operations. Scheduled Part 135 cargo experience is highly desirable.
• Direct FAA experience tied to bringing new or nonstandard operations to market: certification pathways, operating approvals, waiver and exemption strategy, and regulator-facing problem solving across multiple stakeholders.
• Ability to build constructive, credible working relationships with the FAA and international civil aviation authorities. Experience navigating the space where regulatory, political, and institutional considerations intersect - not just the formal technical process.
• Able to build, pressure-test, and defend a fully burdened aviation operating model - including maintenance, asset life, labor, insurance, compliance overhead, weather exposure, dispatch realities, and capital efficiency.
• Demonstrated ability to lead across functions: flight operations, maintenance, compliance, engineering, commercial execution, and government-facing work simultaneously.
Strong Preference
• Remote-market, island, or austere operating experience - particularly where local regulatory relationships, political dynamics, and operational execution must be managed in parallel.
• Civilian or military pilot experience, especially where it reflects real operational judgment in challenging environments. Flight instructor experience is also valuable.
• Military logistics or defense-mission exposure relevant to tactical resupply, field reliability, mission planning, or public-sector procurement. DoD acquisition fluency - including OTA or rapid-fielding pathways - is a real advantage.
• Experience converting customer interest into contracted demand: take-or-pay structures, government retainers, or repeatable institutional partnerships.
• Cold-chain or other high-reliability specialty logistics experience.
What We Are Not Looking For
• A large-airline executive who has never built in ambiguity.
• A last-mile drone specialist whose experience does not translate to heavier aircraft, longer routes, or serious regulatory and economic constraints.
• A technology executive who treats flight operations as someone else's problem.
• Anyone who approaches regulators as a box-checking exercise or autonomy as a science project.
What You Will Own
• Phase 1 commercial launch: scheduled Caribbean cargo operations from first flight to route-level EBITDA.
• Fully burdened unit economics: documented, verified, and defensible to institutional investors and the board.
• FAA and international regulatory strategy: approvals in hand, not pending assumptions.
• Fleet acquisition, readiness, and uptime across all operating aircraft.
• Commercial execution: take-or-pay contracts, carrier partnerships (FedEx, DHL, Amazon), and government retainers.
• Defense track entry: Army tactical resupply trials, SOFWERX demonstrations, and dual-use contract structure.
• Operational scaling from the Caribbean to U.S. and international markets.
Key Numbers You Will Be Accountable For
• 400 lbs payload | 200+ mile range | <$0.01/lb-mile operating cost
• Fleet uptime target: >80% through Phase 1
• Phase 1 gate: 6 months of on-time scheduled service on at least one Caribbean route
• At least one signed take-or-pay contract before Phase 2 capital is raised
• Regulatory approval in at least two Caribbean jurisdictions
• At least one DoD demonstration completed
About Teksky
Sourced by ZipRecruiter
Industry
It services and recruiting and staffing services
Company size
11 - 50 Employees
Headquarters location
Sterling, VA, US