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Raise Away

Head of Sales

$120K - $140K/yr

GROWTH NAVIGATOR (Head of Sales) LOCATION: 100% Remote with regular visits to HQ ABOUT RAISE AWAY ... Two to three years out, the goal is you sitting in the Director of Sales seat with a team reporting ...

Hopper

... sitting at the intersection of technical accounting, data infrastructure, and commercial ... to trip disruptions - helping people travel better and save more on their trips. The Hopper ...

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As of Sep 9, 2026, the average hourly pay for remote trip sitter in the United States is $16.70, according to ZipRecruiter salary data. Most workers in this role earn between $14.90 and $18.03 per hour, depending on experience, location, and employer.

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Infographic showing various Remote Trip Sitter job openings in the United States as of August 2026, with employment types broken down into 46% Full Time, 53% Part Time, and 1% Contract. Highlights an 98% Physical, and 2% Remote job distribution, with an average salary of $34,733 per year, or $16.7 per hour.

Scheduler - 3rd Shift- Remote

Oxford, CT • On-site, Remote

Tradewind Aviation
Aviation • 201 - 500 employees
Learn more about Tradewind Aviationexternal

Full-time

Medical, Retirement, PTO

Re-posted 7 hours ago

Key responsibilities

  • Maintain a culture of total client service, focused on anticipating client needs and exceeding their expectations.

  • Monitor current flights and ensure proceeding trips are not delayed.

  • Schedule new trips and maximize the efficiency of crew and aircraft schedules.

Job description

Tradewind Aviation is a leading Part 135 commuter and on-demand private charter operator with operational bases at the Waterbury/Oxford, CT (OXC), Westchester, NY (HPN), Stuart, FL (SUA) and San Juan, PR (SJU) airports. Founded by aviation enthusiasts in 2001 on the premise that all flights deserve the highest quality aircraft, crew, and service, Tradewind provides personal air travel-both private and scheduled service-throughout North America and the Caribbean.
For more details visit www.flytradewind.com
Shift Schedule: 8pm- 6am EST
This position will be fully remote after successful completion of training.
ABOUT THE CANDIDATE / ROLE
Tradewind Aviation is looking for a Scheduler. The Scheduler's primary responsibility is to maximize the efficient utilization of Tradewind Aviation's entire fleet of aircraft. The Scheduler supports the Sales team by checking availability of crew and aircraft to meet demand. Once trips are booked, the Scheduler is responsible for continuously ensuring the most efficient use of resources to deliver top-level service to Tradewind Aviation's customers in a rapidly changing environment. Must be flexible with work schedule and able to work weekends and holidays. This position will require onsite attendance one week per quarter in Oxford, CT.
RESPONSIBILITIES
  • Maintain a culture of total client service, focused on anticipating client needs and exceeding their expectations.
  • Identify safety hazards and report to a supervisor or through the Safety Management System (SMS).
  • Monitor current flights and ensure proceeding trips are not delayed.
  • Handle schedule interruptions and notify applicable departments.
  • Schedule new trips.
  • Maximize the efficiency of crew and aircraft schedules.
  • Ensure compliance with FARs and company policies.
  • Provide trip availability to Sales.
  • Coordinate trip changes with Client Services.
  • Arrange schedule to fulfill maintenance needs.
  • Assist with crew training.
  • Build new scheduled service flights as necessary.
  • Other duties as assigned.

Requirements
QUALIFICATIONS
  • 6+ months aviation experience as an Aircraft Scheduler.
  • Experience in aviation scheduling software.
  • FAA dispatch license preferred.
  • Problem solving skills.
  • Ability to handle frequent changes.
  • Capability to handle stressful situations in a professional manner.
  • Available to work nights, weekends, and holidays.

PHYSICAL DEMANDS
  • Prolonged periods of sitting at a desk and working on a computer
  • Must be able to lift 15 lbs. at times

Tradewind Aviation offers a competitive pay and benefits program for full-time team members:
  • Comprehensive health and voluntary insurance plans
  • Retirement plan with company match
  • Paid time off
  • Standby travel on select Tradewind Aviation scheduled flights
  • Discounted standby travel benefits on numerous major and regional US and international airlines
  • A rewarding career path with opportunities for growth and advancement throughout the organization

Apply