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First Chair Destinations

Manages luxury vacation homes and communities

Lead Piecework Housekeeper

Janitorial ServicesConfirmed live in the last 24 hours
Full-timeGloucester, MA, USA$24 - $25 /hr

About the Job

Requirements

  • One to two years of experience in housekeeping or a similar position.
  • Prior supervisory or management-level experience in a similar industry.
  • Experience using digital systems and applications, including mobile apps, tablets, and software platforms.
  • Reliable personal transportation is required for frequent travel between worksites.
  • Ability to work independently and contribute to a collaborative team environment.
  • Ability to communicate information clearly and professionally online and in person.
  • Ability to work flexible shifts, including early mornings, evenings, weekends, and holidays.
  • Ability to perform physical tasks including balancing, climbing, crawling, driving, squatting, standing, stooping, walking, bending, pushing, pulling, reaching, and repetitive hand and finger motions, and lift up to 50 pounds without assistance.
  • Reliable transportation is required.
  • A valid driver’s license and age of at least 18 are required when driving a personal vehicle for work; a valid driver’s license, age of at least 21, and at least three years of licensed driving experience are required when driving a company vehicle.
  • Successful completion of a background check is required as a condition of employment.

Responsibilities

  • Oversee daily operations and workflow to optimize team productivity and meet departmental objectives; identify areas for improvement and implement process enhancements to improve efficiency and quality.
  • Inspect housekeeping work and support touch-up cleans as needed.
  • Assist managers in supervising an efficient, high-quality housekeeping team, ensuring team members are trained, effective, and follow company policies and procedures.
  • Foster a collaborative work environment, promote open communication and employee engagement, and address team conflicts constructively and promptly.
  • Clean and maintain properties according to company procedures and standards.
  • Sweep, vacuum, mop, dust, and wash surfaces; move reasonably portable furniture to clean beneath and behind it, and assist with laundry as needed.
  • Assist with scheduling, distributing tickets, and ordering and organizing supplies as assigned by the manager.
  • Meet and maintain company standards and metrics, including net promoter score, standard unit appearance, and efficiency.
  • Assist managers with the assigned portfolio budget, adhere to annual costs, and perform cost-benefit analysis.
  • Respond to escalated guest and homeowner concerns by email, phone, and tickets.
  • Partner with and assist the Business Development Representative when new units join the portfolio.
  • Conduct regular inspections before guest and owner arrivals.
  • Maintain open, collaborative relationships with regional colleagues and upper management.
  • Provide cross-coverage for the manager and co-leads when necessary.

Desired Qualifications

  • Experience in the hotel, hospitality, vacation, or a similar industry is highly preferred.

About the Company

First Chair Destinations

Manages luxury vacation homes and communities

First Chair Destinations manages a curated collection of vacation homes in premier ski and coastal destinations, offering property and community management services to homeowners, associations, and guests. It handles budgeting, dues collection, reserve planning, and rule enforcement for homeowners and associations, while delivering a reliable hospitality experience focused on local connection for guests. The company combines local expertise with standardized operating procedures to ensure consistent service across properties and long-term owner relationships. Backed by Paceline Equity Partners and led by executives from Wyndham Destinations and Vacasa, its goal is to protect the long-term vitality of the communities it manages while providing a dependable vacation experience in top destinations.

Company size
Not listed
Company stage
Not listed
Total funding
Not listed
Headquarters
Not listed
Founded
2025

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