Senior Manager of Training (Remote)

Trailborn

$75K — $95K *
US-AnywhereRemote in New York, NY
Hospitality & Recreation
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in training or talent development, ideally in hospitality
  • Ability to design and execute training programs across multiple properties
  • Available to travel up to 50% to various hotel locations
  • Bachelor's degree in Hospitality Management, HR, Education, or similar
  • Familiarity with Learning Management Systems (LMS) and e-learning tools preferred

Responsibilities

  • Develop and maintain training programs for hotel departments
  • Lead change management during hotel openings and rebrands
  • Evaluate training effectiveness and partner with leadership on performance assessments
  • Certify and groom property-level trainers for effective program delivery
  • Create transition playbooks for operational changes

Benefits

  • Health, dental, and vision insurance
  • 401(k) plan with company matching contributions
  • Flexible work hours and paid time off
  • Employee discounts at hotel properties
  • Professional development and training opportunities
Full Job Description
About Our Role:

The Senior Manager of Training serves as the driving force behind onboarding, service standards, and change management for the Trailborn Portfolio. This role partners closely with property leadership to build capable teams, ensure smooth operational transitions, and create consistent guest experiences.

Essential Functions:
  • Training Program Development & Delivery - Architect, maintain, and facilitate training curricula for all hotel departments, ensuring content stays current (and property-specific as appropriate) with brand standards and compliance requirements.
  • Culture & Service Standards Onboarding - Develop and maintain clear, accessible materials that articulate the Trailborn way of working and serving guests, ensuring every new hire understands and connects with the brand's service philosophy from day one.
  • Transition & Change Management - Partner in leading the people-side of hotel openings, rebrands, and operational changes; develop transition playbooks and serve as the on-site training lead during these periods.
  • Performance & Competency Assessment - Partner with GMs and department heads to identify skill gaps, evaluate training effectiveness, and report on key metrics including GSS Scores.
  • Train the Trainer Program - Certify and develop property-level trainers at each hotel, equipping them with facilitation skills, coaching techniques, and the tools needed to deliver consistent training independently.


Qualifications

  • 5+ years of experience in training, talent development, or organizational effectiveness, (ideally in a hospitality setting).
  • Demonstrated ability to design and deliver multi-property or multi-site training programs.
  • Willingness and ability to travel up to 50% of the time across U.S. hotel locations.
  • Bachelor's degree in Hospitality Management, Human Resources, Education, or a related field preferred.
  • Familiarity with Learning Management Systems (LMS) and e-learning authoring preferred.

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