Director Of Sales

Director Of Sales

We're looking for enthusiastic, fun, and energetic people who take the work seriously, but not themselves. Let's see if we're a fit. We hope so.

About The Fenway Hotel

Originally opened in 1927, The Fenway Hotel is an icon of the jazz age, playing host to notable explorers, artists, politicians, musicians, and living legends in its time as an operating hotel. Today, Fenway is a Mainsail Lodging & Development hotel and a member of the prestigious Autograph Collection® of Marriott International, Inc.

The Fenway Hotel overlooks the beautiful Dunedin Channel offering views of breathtaking sunsets and gorgeous Florida waters. This historic jazz-inspired property has created a homage to Dunedin's rich music history and a destination for those to get carried away in their own verse. If you share our passion, we look forward to hearing from you. It's time to write your own tune with us and join the band at Dunedin's very own jazz-inspired boutique hotel. Can you sing along? Apply today!

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Voted a Top Workplace! Mainsail Lodging & Development was named a 2025 Top Workplace by the Tampa Bay Times—a reflection of our positive culture, growth opportunities, and commitment to our team. Join us!

Job Summary:

The Director of Sales will proactively pursue both group and transient business opportunities, cultivating strong client relationships, assessing needs, and presenting tailored hotel services. They will be responsible for securing business, completing contracts, and booking in CI/TY. Acting as an extension of the Vice President of Sales & Marketing, the Director will also support training, professional development, goal setting, accountability, performance evaluations, and oversight of third-party contract services. Additionally, they will contribute to revenue management strategies while managing, developing, and maintaining assigned market segments through measurable growth in new and repeat clientele.

Sales Leadership

• Execute the sales strategy and ensure individual booking goals are met for both self and staff
• Ensure the development of a strategy account plan for the demand generators in the market
• Ensure sales team understands and is leveraging MI demand engines to full potential
• Ensure focus is on proactive selling as well as reactive selling
• Review STR report, shopping reports, and other resources to maintain awareness of the hotel's market position
• Attend revenue meetings to provide input on weekly and overall sales strategy
• Develop/implement innovative marketing ideas and deployment strategies to grow market share
• Serve as authority on sales processes and sales contracts
• Identify public relations opportunities and coordinate activities to augment the overall marketing communications strategy
• Execute and support Mainsail's core values
• Perform other duties, as assigned, to meet business needs

Specific Sales Market Responsibilities

• Oversee and manage the group and large local catering market for the hotel
• Maintain current and accurate information on clients through databases and sources
• Define, develop, and maintain contact with present and future clients to ensure repeat and new business
• Produce and deliver presentations as needed to clients and third-party partners
• Promote and sell the hotel by participating in industry trade shows and sales trips

Hotel Performance

Ensure successful performance by increasing revenues, controlling expenses, and providing a return on investment for the owner and investors

Talent Management

• Set goals and expectations for direct reports, aligning these with the overall business forecast and budgets
• Appropriately address performance issues and hold staff accountable for successful results
• Partner with Human Resources to attract, develop, and retain the best people
• Identify, train, and mentor staff

Education & Experience

• 4-year Bachelor's degree preferred
• Demonstrated skills in supervising a team
• Lodging sales experience in either with luxury or upscale hotels and resorts
• Excellent customer service skills
• Excellent communication skills, both verbal and written
• Ability to effectively present information to individuals or groups
• Proficient with Microsoft Office programs
• Current Marriott or Starwood experience preferred
• Current CI/TY/SFAweb, MarRFP, and MRDW access preferred

Physical Demands

• Ability to sit or stand for extended periods of time
• Ability to communicate clearly
• Corrected vision to normal range
• Ability to drive/transport self and others
• Ability to travel, domestically and internationally
• Long hours are sometimes required
• Ability to lift 50 lbs

Mental Demands

• Make sound judgments quickly
• Work on multiple tasks, making appropriate progress towards deadlines
• Able to work independently, take direction and provide direction to others
• Manage differing personalities with the office, the resort, and the community
• Maintain the highest degree of confidentiality
• Ability to work effectively in stressful, high-pressure situations
• Ability to effectively handle challenges in the workplace, including anticipating, preventing, identifying, and solving problems

24 Hour Operation Info:

Notice: The hotel business functions seven days a week, 24 hours a day. All employees must realize this fact and be aware that at all times it may be necessary to move employees from their accustomed shift as business demands. In addition, this is a hospitality business and a hospitable service atmosphere must be projected at all times.

Hotel Performance

• Ensure successful performance results, including assisting guests with an exceptional experience to ensure high guest survey scores on ESS, according to Marriott and Mainsail standards

Benefits

• Medical, Dental, & Vision | HSA & Flexible Spending Account Options | Basic Life & Disability Plan Options | 401K Retirement Plan | Paid Time Off | Holiday Pay | Career Training & Development Opportunities | Tuition Reimbursement | Bereavement Leave | Employee Assistant Program (EAP) | Jury Duty (May vary by state) | Employee Discounts | Employee Referral Bonus | Free meal for all full-service hotel employees

Part-time Associate Benefits

• All above-listed benefits except for Medical Insurance, Holiday Pay, Tuition Reimbursement

Mainsail is an Equal Opportunity Employer and it does not discriminate on the basis of actual or perceived race, color, religion, national origin, ancestry, citizenship status, age, sex or gender (including pregnancy, childbirth, and pregnancy-related conditions), gender identity expression (including transgender status), sexual orientation, marital status, parental status, military service and veteran status, political affiliation, physical or mental disability, genetic information, or any other characteristic protected by applicable federal, state, or local laws and ordinances.