Chesapeake Search Partners has partnered with a boutique hospitality ownership group to identify a Director of Sales to lead commercial strategy across two upscale waterfront hotel properties in the Baltimore market.
Key Responsibilities
- Shape and execute sales plans to increase revenue production across group, catering, and corporate business segments
- Provide day-to-day leadership and development for a small sales team, including goal setting and performance management
- Evaluate sales activity, pipeline health, and conversion metrics to drive continuous improvement
- Generate new business through direct outreach, client meetings, and industry engagement
- Oversee corporate RFP responses and maintain visibility into account production and booking trends
- Partner closely with property leadership and revenue management to align pricing, positioning, and inventory strategies
- Stay informed on local market dynamics and competitor activity to refine sales approach
- Maintain ownership of key client relationships and participate in high-impact negotiations
- Guide group and event sales strategy, ensuring strong coordination from initial inquiry through execution
- Work cross-functionally with operations and F&B teams to support successful group experiences
- Ensure accuracy and consistency in sales systems, reporting, and forecasting processes
- Support brand alignment across digital channels, marketing initiatives, and third-party platforms
- Act as an ambassador for both properties within the local business and hospitality community
Qualifications
- Bachelor’s degree in hospitality, business, or related field preferred
- 5+ years of progressive hotel sales experience, ideally within boutique, lifestyle, or urban properties
- Experience supporting group, catering, and corporate sales channels
- Prior leadership or team mentorship experience strongly preferred
- Solid understanding of hotel revenue strategy, sales analytics, and market positioning
- Ability to manage competing priorities across multiple properties
- Track record of building and maintaining strong client relationships
- Experience working with CRM/PMS platforms and standard business tools
- Strong communication skills with a proactive, solutions-oriented approach