Managing Director
Listed on 2026-09-12
-
Management
Operations Management, Client Relationship Management
Job Title
Managing Director
Job OverviewContemporary Staffing Solutions is seeking a Managing Director to join our client and oversee the full operational and guest-experience lifecycle of a coastal retreat property. This key leader will guide strategy, financial stewardship, staffing, and day-to-day operations to ensure a seamless environment for groups, guests, and returning visitors. Based in Rehoboth Beach, DE
, this hybrid, direct-hire position blends administrative leadership with hands on oversight of hospitality operations. The ideal candidate thrives in a mission driven setting, enjoys building strong relationships, and can balance strategic planning with on site management.
$65,000–$70,000 annually + benefits
Work ScheduleMonday–Friday, normal business hours; schedule may vary based on bookings or operational needs
Key Responsibilities- Lead operational, financial, and strategic management of the retreat property
- Oversee staff leadership, vendor coordination, and facility upkeep
- Manage guest onboarding, bookings, and overall retreat scheduling
- Guide budgeting, performance management, and administrative processes
- Partner closely with organizational leaders and internal teams to ensure high-quality service
- Prior leadership experience in hospitality, property management, or retreat operations
- Strong financial management and budgeting skills
- Ability to manage staffing schedules, performance processes, and vendor relationships
- Excellent communication and customer-focused problem solving abilities
This role offers the opportunity to make a meaningful impact on a long-standing, guest-focused destination known for returning visitors and community connection. You’ll collaborate with dedicated teams, shape operational excellence, and lead a unique hospitality environment. Candidates are also invited to stay onsite before starting to experience the property firsthand.
About UsContemporary Staffing Solutions (CSS) is a trusted leader in providing contract, temporary, temp-to-hire, and direct hire staffing solutions. With decades of experience, we’ve grown from a staffing agency to a nationwide provider of workforce management solutions. Our niche recruitment expertise spans Accounting & Finance, Call Center & Office Support, Human Resources, Sales & Marketing, and Information Technology. Explore more about CSS and how we connect great talent with exceptional opportunities by visiting
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).