Director of Sales

Pinstripes; Bethesda (MD); On-site; USD 120,000 - 130,000; Full time

Benefits offered by this job

Medical, dental and vision insurance

401K

Growth opportunities

Job summary

Pinstripes in Bethesda, Maryland is seeking a Director of Sales to lead a team of Senior Event Sales Managers and Event Sales Managers. You will own the sales strategy, coach a high-performance team, and drive revenue growth in a fast-paced Eatertainment venue.

You will report to the VP of Event Sales & Business Development and collaborate with venue leadership to align sales with operations and guest experiences. This role requires 8+ years in hospitality sales and a proven leadership track.

Qualifications

• Minimum of 8 years in restaurant, hotel, or hospitality event sales, with a proven track record of success.
• Minimum of 3 years directly managing and developing a sales team, ideally including experience managing managers.
• Extensive understanding of the local market and industry trends.
• Proven experience working in high-volume, fast-paced environments.
• Strong financial and analytical aptitude, with experience owning sales budgets and reporting.

Responsibilities

• Own and communicate the sales strategy, ensuring it is understood and executed.
• Lead and develop a high-performance sales team while creating a fun, engaging environment.
• Own individual sales growth planning for each team member and align with career paths.
• Collaborate on the sales training program, onboarding new hires and supporting recruiting as needed.
• Build strong cross-functional relationships with venue leadership and other departments.

Skills

Leadership

Sales strategy

Team development

Performance coaching

Tools

Tripleseat

CRM

Microsoft Office

Excel

Job description

Join Pinstripes and be part of a team dedicated to creating unforgettable experiences and shaping the future of Eatertainment.

As the Director of Sales, you will report directly to the VP of Event Sales & Business Development. You will lead and develop a team of Senior Event Sales Managers and Event Sales Managers within your venue, owning the sales strategy and driving team performance. Your primary focus is building and coaching a high-performing sales team — setting the strategic direction, developing your team members, and holding the team accountable to sales goals — while ensuring consistent execution within your venue.

Roles and Responsibilities:

The duties include, but are not limited to, the following

Sales Strategy & Performance

• Own and communicate the sales strategy, ensuring it is understood and executed
• Track and report on strategic plan results, identifying opportunities for course correction
• Develop a strategic plan to engage new and existing clients and grow overall sales
• Ensure accurate and timely weekly and monthly financial reporting; analyze financial variances and initiate corrective actions as needed
• Stay in tune with sales budgets for the fiscal year and understand key KPI reports for your venue
• Manage, support, and develop sales team
• Lead and motivate a high-performance sales team while creating a "fun" and engaging environment
• Effectively lead daily huddles and strategic team meetings
• Communicate expectations clearly and follow up to ensure team members are meeting them in a timely manner
• Own individual sales growth planning for each team member, aligning development with their career path and goals
• Understand each team member’s strengths and areas of opportunity; conduct effective performance evaluations
• Own the continued education and sales training program, increasing team efficiency and conversion rates
• Collaborate on the Sales Manager training program, including onboarding new hires and supporting the recruiting process as needed

Market & Business Development

• Perform market research and stay on top of industry trends
• Understand competitors and develop strategies to win against them
• Actively connect with potential clients, community members, and top decision-makers in each market
• Create new routes to increase venue sales and ensure sales and marketing plans are cohesive and fully executed

Cross-Functional Relationships

• Build strong working relationships with venue leadership, including General Manager and Executive Chef
• Serve as liaison between the sales team and other departments to ensure smooth communication
• Ensure the team is effectively and consistently using sales tools and systems to perform their responsibilities

Brand & Guest Standards

• Ensure venue adheres to brand standards and operational excellence
• Coach the team on guest engagement best practices, including handling VIP clients and resolving guest concerns
• Maintain a guest-centered focus across the sales organization to drive retention and repeat business

What's in it for you:

• Medical, dental and vision insurance
• Health Savings Account option – including company HSA contribution
• Flexible Spending Accounts
• 401K
• Employee Assistance Program
• Company provided Short Term Disability Insurance
• Company provided Long Term Disability Insurance
• Flexible Vacation
• Voluntary benefits – LifeLock Protection, Pet Insurance, Accident and Critical Illness offerings
• Growth opportunities, with several new restaurant openings
• Discounts on Food, Beverage and Activities

OTE $120,000-130,000 annually (base + uncapped commission)

Qualifications and Education Requirements

• Minimum of 8 years in restaurant, hotel, or hospitality event sales, with a proven track record of success
• Minimum of 3 years directly managing and developing a sales team, ideally including experience managing managers
• Extensive understanding of the local market and industry trends
• Proven experience working in high-volume, fast-paced environments
• Strong financial and analytical aptitude, with experience owning sales budgets and reporting
• Excellent verbal and written communication skills
• Experience recruiting, onboarding, and training sales talent
• Ability to travel occasionally for networking, training, or company events as needed

Preferred Skills

• Demonstrates strong leadership presence with a genuine passion for developing others
• Works effectively across teams and departments, contributing to a collaborative culture
• Strong organizational skills, attention to detail, and ability to manage multiple priorities
• Proficient in CRM and catering software systems; experience with Tripleseat is a bonus
• Proficient in Microsoft Office and Excel for reporting and budget management

Work Environment / Physical Requirements

• Ability to work on-site at the venue during weekdays, with occasional travel for networking, training, or company events as needed
• Flexible hours with availability to work evenings, weekends, and holidays as needed

We focus on an inclusive culture and celebrate everyone for who they are. We are an Equal Opportunity Employer and do not discriminate in hiring or employment on the basis of race, color, creed, religion, sex, sexual orientation, national origin, citizenship status, ancestry, age, marital or veteran status, physical or mental disability, arrest record, genetic information or any other characteristic protected by applicable federal, state and local laws.