Hospitality Operations Associate
Remote / Online - Candidates ideally in
Lenox, Berkshire County, Massachusetts, 01240, USA
Listed on 2026-02-19
Lenox, Berkshire County, Massachusetts, 01240, USA
Listing for:
Sullivan Capital
Full Time, Remote/Work from Home
position Listed on 2026-02-19
Job specializations:
-
Hospitality / Hotel / Catering
Job Description & How to Apply Below
Hospitality Operations Associate
- Garden Gables
Location: Lenox, MA |
Schedule: Monday–Friday (9:00-5:00 pm), with on-call assistance as needed
Flexibility: Opportunity to work from home in the off-season when focusing on dedicated projects and administrative tasks
About the RoleGarden Gables — part of the Sullivan Capital hospitality collection alongside The Coach House (Salem, MA) and The Highliner (Gloucester, MA) — is seeking a hands‑on, detail‑driven Manager to lead daily operations and deliver an exceptional guest experience. This position is ideal for someone who thrives in boutique hospitality, enjoys wearing many hats, and takes pride in maintaining the highest standards of service and design.
WhatYou’ll Do
- Oversee daily operations, cleaning staff, and contractors to ensure the property runs seamlessly.
- Serve as the primary on‑site contact for guests, ensuring every stay is warm, polished, and personalized.
- Collaborate closely with our Marketing & Social Media Manager, Reservation Specialists, and ownership on storytelling, guest packages, and promotions.
- Support creative initiatives including photography, videography, and local partnerships.
- Manage inventory, payroll hours, and property reporting with precision and accountability.
- 2+ years in hospitality, property management, or boutique hotel operations —
or someone with closely related, transferable experience and a strong interest in boutique hospitality. - Strong communication, organization, and leadership skills.
- Proficiency with remote door access control, Mews, Breezeway, Stripe, and internal applications.
- Must live within the Berkshires or within a 30‑minute commute of Lenox, MA.
- Availability for occasional on‑call support during evenings or weekends.
- You’re resourceful, guest-focused, and thrive in environments where every detail matters. You can move fluidly between hospitality, operations, and creative work — and take pride in running a property as if it were your own.
Position Requirements
10+ Years
work experience
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