Director Of Sales

Director Of Sales

As Director of Sales, you will lead the property’s sales strategy and drive performance across all revenue-generating segments. Reporting to the General Manager and working closely with Pyramid’s regional sales and revenue leaders, you will balance direct selling with team leadership. This is a hands-on, results-driven role on the Executive Committee, with responsibility for maximizing business travel, group, and catering revenue in one of Boston’s most competitive markets. We’re supporting a major repositioning effort at Wyndham Boston Beacon Hill, an established property undergoing a full renovation, rebranding to a Hilton’s Tapestry Collection, and strategic shift in market identity. This is a unique opportunity for a sales leader to step into a high-visibility project and play a central role in redefining the hotel’s presence in Boston’s core urban market. The incoming Director of Sales will partner directly with corporate leadership throughout the renovation timeline, drive a new commercial strategy, and help relaunch the property as a Tapestry Collection hotel, positioning, and performance expectations. Ideal for a creative, forward-thinking leader excited by change-management, pre-opening style work, and repositioning an urban asset in one of Boston’s most competitive markets.

Oversee all sales activities for the hotel, with focus on group, business travel, and catering segments.

Develop and execute an annual Sales Business Plan aligned with hotel revenue goals.

Proactively solicit new accounts through prospecting, site visits, tradeshows, and relationship development.

Maintain and grow existing accounts, particularly in the corporate, medical, and group segments.

Collaborate with Revenue Management to deploy effective yield strategies and optimize market mix.

Lead, train, and mentor the sales team, setting performance goals and holding team members accountable.

Build strong community and market partnerships, including with MGH, area universities, and Boston tourism organizations.

Deliver clear reporting to ownership and corporate leadership, with actionable insights to guide strategy.

Actively participate as a member of the Executive Committee, contributing to the hotel’s overall business planning and success.

Minimum 5 years of progressive hotel sales experience, with at least 2 years in a leadership role (Associate/Director of Sales or Senior Sales Manager) at a full-service branded hotel.

Proven success driving business travel, group, and catering revenues in competitive urban markets; Boston/New England experience strongly preferred.

Hands-on leader with a strong track record in direct selling and account development.

Proficiency in hotel sales systems (Delphi/FDC required), and familiarity with PMS and RMS platforms.

Strong communication, presentation, and negotiation skills, with the ability to engage senior stakeholders.

High-energy, driven professional who thrives in a fast-paced, competitive sales environment.