Evening Hotel Supervisor

Trump Winery•Charlottesville, VA
•Onsite

About The Position

Albemarle Estate at Trump Winery is seeking an Evening Hotel Supervisor to help lead evening hotel operations at its luxury estate in Charlottesville, Virginia. The position primarily serves as the on-shift Senior Guest Services Specialist while overseeing Guest Services Specialists, Housekeepers, and Servers. It supports the Hotel Director in advancing guest satisfaction, operational excellence, and revenue performance. The role is on-site, regularly scheduled for 40 hours per week, primarily from 2:00 PM to 10:00 PM, with open availability needed for weekends and holidays. The listed wage is $24.00–$28.00 per hour, plus gratuities and tips.

Requirements

  • Bachelor’s degree in Hospitality Management, Business, or a related field, or equivalent experience.
  • At least 3 years of hospitality experience.
  • Strong attention to detail and organizational skills.
  • Ability to communicate effectively verbally and in writing in a luxury setting.
  • Proficiency in Word, Excel, Gmail, and POS systems.
  • Ability to stand for extended periods; walk, push, pull, and lift up to 50 pounds; and bend, reach, stoop, kneel, and crouch.
  • Must be eligible to work in the United States.

Nice To Haves

  • Prior supervisory experience is preferred.

Responsibilities

  • Oversee evening hotel operations and provide leadership to Guest Services Specialists, Housekeepers, and Servers.
  • Conduct property rounds to ensure guest satisfaction, address needs, and resolve issues promptly.
  • Inspect guest rooms and public areas in detail and uphold cleanliness and presentation standards.
  • Manage guest check-ins, check-outs, reservations, and package bookings accurately and professionally.
  • Communicate with service and culinary teams about guest needs, events, and reservations.
  • Lead pre-shift meetings to align staff and reinforce service expectations.
  • Provide guests with knowledgeable guidance about Estate amenities, wine production, cuisine, and local attractions.
  • Support revenue initiatives by monitoring occupancy trends and identifying opportunities to enhance guest experiences.
  • Assist with developing and executing hotel events, special dinners, and curated guest experiences.
  • Ensure compliance with safety, emergency, and security procedures.
  • Perform additional duties as needed to uphold luxury service standards.

Benefits

  • Employer pays 80% of employee medical premiums and 40% of dependent premiums, with low- and no-deductible options.
  • Employer pays 80% of dental and vision premiums.
  • Employer-provided basic life insurance.
  • Voluntary life, AD&D, and accident plans available.
  • 26 days of paid time off, including vacation, sick, and holiday time.
  • 401(k) after one year, with a company match.
  • Employee discounts.
  • TicketsatWork program.
  • Shoes for Crews and Red Wing Shoes programs.
  • Discounted gym membership at Planet Fitness.
  • Employee referral program.
  • Monthly educational opportunities.
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