Director of Hotel Operations

About The Company
We are a young, fast-growing company (just recognized in the INC 5000 Fastest Growing Companies) of ambitious, mission-driven Weekenders working together to inspire personal growth through adventure, travel and exploration! We specialize in creating inspiring hotel stays for our guests in iconic destinations. 

This is a rare opportunity to be paid to learn, have an immediate and lasting impact in a young startup company and culture, and grow personally and professionally with an amazing team.

You will love it at Weekender if our core values below get you excited and inspired too!

• Embrace a Growth Mindset
• • Always be a student and always be open-minded
• Be Adventurous
• • Be excited by challenge and willing to fail-forward
• Be a Ninja
• • Commit to being world class at your job and lean-in to your superpowers
• Be a Host
• • Treat guests and teammates like you would family
• Be of Integrity
• • Own your Domain: Be accountable to your job & the greater mission
  • Embrace honesty, transparency and vulnerability
  • Follow-through and do what you say you’re going to do

What you'll be responsible for:

The Director of Hotel Operations oversees day-to-day performance and long-term operational success for a portfolio of boutique hotels across the Northeast region. This leadership role provides direct supervision to General Managers and Area General Managers, ensuring operational consistency, financial performance, and an exceptional guest experience across all properties. Reporting to the Corporate Director of Operations, this position is based at the corporate office in Saratoga Springs, NY, and plays a key role in hotel openings, transitions, and property performance oversight.

Essential Duties and Responsibilities

The essential functions include, but are not limited to the following:

Leadership & Oversight

• Lead, mentor, and develop General Managers and Area General Managers across the Northeast portfolio.
• Drive operational excellence, team performance, and adherence to company standards across all hotel departments.
• Leading weekly cadence of leadership meetings amongst the General Managers and Area General Managers to review KPI’s, quality, standards, etc.
• Guide and coach GMs in achieving KPIs across guest satisfaction, staff performance, and property upkeep.
• Conduct regular site visits and performance reviews to monitor property standards, guest experience, and team culture (30% travel - additional travel may be required with task force assignments).

General Manager Coverage/Task Force Coverage & Operational Leadership

• Serve as acting General Manager during vacancies, vacations, or other absences
• Manage day-to-day hotel operations with a focus on guest satisfaction, team leadership, and financial performance
• Ensure properties consistently meet brand standards and operational policies

New Hotel Openings & Transitions

• Lead or support the launch of newly acquired or developed hotels, coordinating between corporate, property teams, and vendors
• Manage timelines, budgets, and project milestones to ensure smooth openings
• Oversee staff training, systems setup, and vendor onboarding during transitions
• Work in alignment with acquisitions team to ensure smooth transition from renovation to operations

Project Management & Cross-Functional Liaison

• Act as the primary liaison between properties, corporate departments, and third-party vendors during projects and transitions
• Manage schedules, deliverables, and stakeholder expectations to keep projects on track
• Support special initiatives and ad hoc projects as assigned

Quality Control & Continuous Improvement

• Conduct regular site visits and audits to assess operational standards, cleanliness, service quality, and safety compliance
• Identify areas for improvement and collaborate with property teams and corporate leader