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Generalist, Human Resources Talent Management

Tradewind


Job Location:

Middlebury, VT - USA

Monthly Salary: Not provided by the employer
Posted: 29 May 2026 (30+ days ago)
Application Deadline: 26 August 2026
Vacancies: 1 Vacancy
The job posting is outdated and position may be filled

Job Summary

About Tradewind:

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 travelboth private and scheduled servicethroughout North America and the Caribbean.

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About the Candidate / Role


Tradewind Aviation is seeking a full-time HR Talent Management Generalist who will play a critical role in driving organizational performance through strategic talent practices effective employee relations and robust learning initiatives. This role is heavily focused on managing complex employee relations matters leading progressive discipline processes and administering ADA accommodations while also building strong talent pipelines and fostering a culture of continuous development and accountability.


This role serves as a trusted advisor to all People Managers ensuring that talent strategies performance management and employee relations practices are fair consistent compliant and aligned with business objectives.

Requirements

Essential Functions

Employee Relations & Progressive Discipline (Primary Focus)

  • Serve as the primary HR lead for employee relations managing complex workplace issues with sound judgment and confidentiality.
  • Lead investigations into employee concerns including harassment conduct and policy violations.
  • Oversee a consistent progressive discipline framework.
  • Partner with leaders to address performance concerns through corrective action plans.
  • Provide guidance on terminations and high-risk employment decisions.
  • Identify trends and implement proactive solutions.

ADA Leave Management & Workplace Accommodations

  • Manage ADA accommodations and interactive processes.
  • Ensure compliance with ADA FMLA and regulations.
  • Maintain records and support leaders in accommodations.

Talent Management & Workforce Development

  • Lead talent strategy aligned with organizational goals.
  • Drive workforce planning and build talent pipelines.
  • Support succession planning and high-potential development.

Performance Management & Accountability

  • Lead performance processes and align with discipline.
  • Train leaders on feedback coaching and accountability.
  • Develop and implement 9-Box practice

Learning & Development

  • Design and implement development programs.
  • Promote continuous learning culture.
  • Evaluate program effectiveness.
  • Champion a Train-the-Trainer approach to education resourcing

DEI

  • Embed DEI principles across HR practices.

Other

  • Other duties as assigned.

Required Qualifications

Education: Bachelors degree required; HR certification preferred

  • Experience: 5 years HR experience with ER talent and L&D focus
  • Skills: Employee relations expertise coaching analytics compliance knowledge
  • Must have strong work ethic attention to detail ability to multitask and have a positive attitude
  • Strong written and oral communication skills

Key Performance Indicators

  • Employee relations case effectiveness
  • Progressive Discipline outcomes
  • ADA compliance
  • Talent pipeline strength
  • Engagement and retention
  • Learning outcomes

Physical Requirements

  • Ability to lift / push or pull greater than or equal to 15 lbs.
  • Ability to communicate effectively on the phone and in meetings (in person or virtual)
  • Ability to use to operate a computer keyboard mouse and standard office equipment

Working Conditions

  • Prolonged periods of sitting at a desk use of computers and office equipment
  • Indoor office setting with standard lighting and temperature

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





About Company

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Tradewind Aviation is a U.S. based aircraft operator providing private charter service, Shuttle flights in the Northeast and Caribbean.

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