Demo

Generalist, Human Resources Talent Management

Tradewind Aviation
Middlebury, CT Full Time
POSTED ON 5/28/2026
AVAILABLE BEFORE 6/26/2026

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 travel—both private and scheduled service—throughout North America and the Caribbean.

For more details visit www.flytradewind.com


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: Bachelor’s 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


Salary.com Estimation for Generalist, Human Resources Talent Management in Middlebury, CT
$97,691 to $124,632
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