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Jobs at Tradewind

Tradewind has 19 open roles on its own career site, as read by hirly on 3 October 2026 — most of them in United States, Puerto Rico.

Last updated 3 October 2026 · Tradewind's career site (opens in a new tab)

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Open roles
19
New, last 7 days
Not enough history
New, last 30 days
Not enough history
Say remote
5.3%

A role is new on the date its posting gives, and never before hirly first saw it; where a posting gives no date, on the day hirly first saw it. hirly has read Tradewind's career site since 26 September 2026; where that is not yet long enough to tell new roles from ones that were already there, or the site dates only some of its postings, no figure is shown. 1 of 19 (5.3%) say remote in their title or location.

Compared with four weeks ago

No trend yet: hirly compares today with its own count from 28 days ago, and shows one only when it has a daily record that long for at least 20 open roles. It has read this career site since 26 September 2026.

By kind of work

  1. Skilled trades6
  2. Finance2
  3. Education1
  4. Other roles10

By country

  1. United States14
  2. Puerto Rico5

By place

  1. Oxford, CT6
  2. San Juan, PR5
  3. West Harrison, NY4
  4. Middlebury, CT2
  5. Stuart, FL2

By level

  1. Mid level or not stated13
  2. Senior4
  3. Executive1
  4. Lead / management1

Stated pay

Too few of these postings state an annual salary to show a range. hirly shows pay only when a posting states it.

Newest open roles at Tradewind

19 roles

  1. Aircraft Mechanic- SUA

    Stuart, FL

    Posted 26 Sept

  2. Aircraft Mechanic- Night Shift - Northeast

    Oxford, CT

    Posted 26 Sept

  3. Northeast Ground Operations Supervisor-HPN

    West Harrison, NY

    Posted 23 Sept

  4. Ground Instructor

    Middlebury, CT

    Posted 21 Sept

  5. Senior Accounting Manager

    Middlebury, CT

    Posted 14 Sept

  6. Customer Service Supervisor, San Juan

    San Juan, PR

    Posted 10 Sept

  7. Parts Personnel

    San Juan, PR

    Posted 9 Sept

  8. Client Service Representative

    Oxford, CT

    Posted 8 Sept

  9. Northeast Regional Chief Pilot

    West Harrison, NY

    Posted 24 Aug

  10. Scheduler - 3rd Shift- Remote

    Oxford, CT

    remotePosted 6 Aug

  11. Customer Service Agent - Seasonal

    San Juan, PR

    Posted 28 Jul

  12. Passenger Representative - Part-time Seasonal

    San Juan, PR

    Posted 28 Jul

  13. Scheduler - 2nd shift

    Oxford, CT

    Posted 22 Jun

  14. Aircraft Mechanic III (A&P) – PC-12 Experience Required

    Stuart, FL

    Posted 18 Jun

  15. Aircraft Mechanic III (A&P) – PC-12 Experience Required

    San Juan, PR

    Posted 18 Jun

  16. Aircraft Mechanic III (A&P) – PC-12 Experience Required

    Oxford, CT

    Posted 18 Jun

  17. Aircraft Mechanic III (A&P) – PC-12 Experience Required

    West Harrison, NY

    Posted 18 Jun

  18. Maintenance Controller

    Oxford, CT

    Posted 29 Apr

  19. Pilot FT - PC-12 First Officer

    West Harrison, NY

    Posted 2 Jul

One row per title and place. See every role on Tradewind's career site (opens in a new tab).

Where these numbers come from

From Tradewind's own career pages, read by hirly every six hours. Counts are what hirly has seen there, not the company's official numbers: a role posted in several places is counted once per posting, and a role the company never posted on its career site is not counted. hirly has read this career site since 26 September 2026. hirly is not affiliated with Tradewind.

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Tradewind jobs — 19 open roles | hirly