Director of Sales

Pinstripes • North Bethesda, MD

7d • $120,000 - $130,000 • Onsite

About The Position

Pinstripes is seeking a Director of Sales to lead and develop the Senior Event Sales Managers and Event Sales Managers at a venue. Reporting directly to the VP of Event Sales & Business Development, this role owns the venue’s sales strategy and team performance. The Director’s primary focus is building and coaching a high-performing sales team by setting strategic direction, developing team members, and holding the team accountable to sales goals while ensuring consistent execution.

The position covers sales strategy and financial performance, team leadership and training, market and business development, cross-functional collaboration, and brand and guest standards. It requires working on-site at the venue during weekdays, with flexible hours and availability for evenings, weekends, and holidays as needed. Occasional travel may be required for networking, training, or company events.

Requirements

• At least 8 years of restaurant, hotel, or hospitality event sales experience, with a proven record of success.
• At least 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 in high-volume, fast-paced environments.
• Strong financial and analytical aptitude, including 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.
• Ability to work on-site at the venue during weekdays and availability to work flexible hours, including evenings, weekends, and holidays as needed.

Nice To Haves

• Strong leadership presence and a genuine passion for developing others.
• Ability to work effectively across teams and departments and contribute to a collaborative culture.
• Strong organizational skills, attention to detail, and ability to manage multiple priorities.
• Proficiency in CRM and catering software systems; Tripleseat experience is a bonus.
• Proficiency in Microsoft Office and Excel for reporting and budget management.

Responsibilities

• Own and communicate the sales strategy and ensure it is understood and executed.
• Track and report strategic plan results and identify 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 variances, and initiate corrective actions as needed.
• Stay informed about fiscal-year sales budgets and key venue KPI reports.
• Manage, support, and develop the sales team; lead and motivate a high-performance team in a fun and engaging environment.
• Lead daily huddles and strategic team meetings, communicate expectations, and follow up on timely execution.
• Create individual sales growth plans for team members, aligned with their career paths and goals.
• Understand team members’ strengths and development opportunities and conduct performance evaluations.
• Own continued education and sales training to increase team efficiency and conversion rates.
• Collaborate on the Sales Manager training program, onboard new hires, and support recruiting as needed.
• Conduct market research, monitor industry trends and competitors, and develop strategies to win in the market.
• Connect with potential clients, community members, and top decision-makers.
• Develop new routes to increase venue sales and ensure sales and marketing plans are cohesive and fully executed.
• Build strong working relationships with venue leadership, including the General Manager and Executive Chef.
• Act as a liaison between the sales team and other departments to support smooth communication.
• Ensure consistent and effective use of sales tools and systems.
• Ensure the venue adheres to brand standards and operational excellence.
• Coach the team on guest engagement, VIP client handling, and resolving guest concerns.
• Maintain a guest-centered focus to drive retention and repeat business.
• Travel occasionally for networking, training, or company events as needed.
• Work on-site at the venue during weekdays and be available for evenings, weekends, and holidays as needed.

Benefits

• Medical, dental, and vision insurance.
• Health Savings Account option, including a company contribution.
• Flexible Spending Accounts.
• 401(k).
• Employee Assistance Program.
• Company-provided short-term disability insurance.
• Company-provided long-term disability insurance.
• Flexible vacation.
• Voluntary benefits including LifeLock Protection, pet insurance, accident coverage, and critical illness offerings.
• Growth opportunities with several new restaurant openings.
• Discounts on food, beverages, and activities.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed