Area Director Jobs in Massachusetts

We’re more than just a team – we’re a community dedicated to making a difference every day.

At Olympia Hospitality, we create a fun, supportive environment where growth never stops, and success is celebrated together. Guided by our values of continuous improvement, accountability, concern for others, and trust, we foster a culture of collaboration and integrity. If you’re passionate, driven, and ready to thrive, we’d love to have you on our team. Apply today and build a career that inspires you!

The Area Director of Sales will be based at the John Carver Inn & Spa and will provide sales leadership and strategic support for both the John Carver Inn & Spa and Inn on the Square. This dual-property leadership role is responsible for driving revenue growth, market share, and overall sales performance across both hotels while ensuring alignment with company values, brand standards, and operational goals.

The Area Director of Sales will lead all aspects of the sales effort including business development, account management, group and transient sales strategy, community engagement, and team collaboration. Serving as the primary sales leader for the Plymouth market while also supporting the Falmouth property, this individual will work closely with hotel leadership teams to maximize occupancy, ADR, and overall profitability through strategic planning, relationship building, and proactive market positioning.

This position requires a highly organized and relationship-focused leader who can balance the unique market dynamics of both properties while fostering a culture of accountability, collaboration, continuous improvement, and exceptional hospitality.

Pay: $90,000 per year plus bonus

Join a Team that Puts Your Well-Being First!

At Olympia Hospitality, we believe in supporting our employees both in and out of the workplace. When you join us, you’re not just getting a job – you’re joining a family-first organization that cares about your health and wellness, your future, and your overall satisfaction.

Here’s how we show our commitment:

• Health Coverage That Works for You: We contribute up to 80% toward individual health plans and offer affordable dental and vision insurance. Plus, with FSA and HSA options, you can plan for your healthcare costs your way.
• Secure Your Future: With our 401K plan and discretionary yearly match, you can build the financial future you deserve.
• Peace of Mind: We provide paid group term life insurance for select positions, 50% shared cost short-term disability, and you have the option to purchase additional employee paid life insurance.
• Time for You: Enjoy our robust PTO plan and 7 paid holidays to maintain work-life balance. Need quick access to your paycheck? Our earned wage access program has you covered!
• Additional Support: From our Employee Assistance Program (EAP) to a sober support network, and our commitment to being a recovery-friendly workplace, we're here to help you thrive personally and professionally.
• Perks: Love to travel? Enjoy exclusive hotel travel discounts as a member of our team. Additional benefits may be available based on property specific locations!

We’re more than just a business—we’re a values-driven organization that believes in creating an environment where every team member can thrive. Our core values guide everything we do, from how we interact with each other to how we serve our guests and community. Join us at Olympia Hospitality and take the next step toward a fulfilling, balanced, and supported career. Apply today!

Responsibilities

• Assists with the development of the hotel's marketing and sales plan based on the hotel's position and strengths within each market segment
• Represents the hotel at various community, industry, and civic functions and maintain/cultivate these relationships
• Leads, trains, and mentors staff including hiring, coaching development, performance evaluations, disciplinary actions, and terminations
• Analyzes and understands the competition's strengths and weaknesses for each market segment and successfully directs marketing activities against each.
• Identifies and maintains constant communications with the hotel's key accounts.
• Actively sells room nights through outside sales calls, tours, etc.
• Perform as the driver of all revenue and ensure quarterly and annual revenue goals are achieved for the hotel.
• Develop sales action plans, and forecast and evaluate trends to modify strategies that will enhance revenues effectively.
• Ensure that hotel credit procedures and audit guidelines are followed.

Core Skills

• Leadership – ability to effectively motivate, mentor, coach & counsel others to perform well (including appropriate documentation)
• Customer Service – deliver hospitable service that is attentive, friendly, efficient and courteous; demonstrate patience, tact and diplomacy
• People Skills – ability to collaborate, create rapport, and work effectively with others
• Communication Skills – ability to effectively listen & communicate professionally, both verbally and in writing
• Problem-Solving & Analytical Skills – ability to identify the issue, collect and analyze information to understand the problem and effectively resolve. Identify, recommend, and implement best practices
• Judgment & Discretion – appropriately handle confidential and sensitive information
• Organizational & Time Management Skills – ability to appropriately schedule time to meet job demands, multi-task, prioritize, follow through, and work efficiently with limited supervision
• Aptitude & Adaptability – ability to learn quickly and adapt to changing priorities and business needs
• Composure – ability to maintain composure and work under pressure, managing stress to meet business demands. (Calmly handle all customer and employee interactions & issues)
• Attention to Detail – ability to follow instructions and achieve thoroughness and accuracy when accomplishing tasks
• Computer skills/ Technical Aptitude – proficiency in computer technology, i.e. e-mail, MS Word, Excel, & other hotel related systems. Utilize technology to enhance organizational efficiency
• Training – ability to share knowledge and act as a resource in teaching others to perform tasks efficiently and safely

Technical Skills

• Strong sales & relationship management skills
• Strong aptitude in working with numbers and comprehending Excel spreadsheets
• Keyboarding and general office administration skills
• Digital Marketing – must stay current on digital marketing and social media trends.
• Business Travel Sales – must have 1 - 3 years’ experience, and strong closing skills.

Experience / Education

• 5 year’s hotel & sales experience needed. Must have strong background in hotel sales. Must be very knowledgeable with social media, digital media and content management. College education and/or equivalent work experience; Delphi.fdc a plus. Must have strong writing and communication skills. Hotel opening experience preferred.

Physical Demands

• Traveling to businesses and hotels (with overnight travel), flexible work hours including nights and weekends, especially during months leading up hotel opening; Extended workdays may be required to accomplish tasks and meet workload demands during peak periods. Potentially requires extended periods of walking or standing, computer keying, working at a desk, and viewing spreadsheets and other written material. There is also the potential for kneeling and lifting of objects up to 50 lbs. Reasonable accommodations may be made to enable eligible employees to perform the essential functions.

The Olympia Companies is an equal opportunity employer and is committed to providing employment opportunities to qualified applicants without regard to such characteristics as race, color, religion, age, sex, sexual orientation, gender identity or expression, national origin, disability, genetic information, protected veteran status or any other factor protected by applicable law.