Olympia Hospitality
We’re more than just a team — we’re a community dedicated to making a difference every day.
At Olympia Hospitality and the Sophy Hotel, 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 Director of Sales (& Marketing) (DOS OR DOSM) oversees the members of the sales team, their workflow, and all sales strategies. The DOS is responsible for managing brand relationships and business opportunities, prospecting for new opportunities, setting rates, negotiating with and maintaining current accounts, and identifying new markets. The DOS is ultimately responsible for all booking and revenue decisions made in the best interest of the property. The Director creates and maintains relationships with potential and existing clients, ensuring that each property’s revenues meet or exceed budgets, and develops a growing mix of business that enhances the hotel’s value and bottom line. The Director is responsible for marketing and ensuring all revenue generators are profitable. This position supports, supervises, and develops the Sales Managers/Catering Sales Managers and Coordinators. This is a selling position.
Pay $110,000 – $120,000 per year plus quarterly bonus potential
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!
Responsibilities
Assist with the development of the hotel's marketing and sales plan based on the hotel's position and strengths within each market segment
Represent the hotel at various community, industry, and civic functions and maintain/cultivate these relationships
Lead, train, and mentor staff including hiring, coaching development, performance evaluations, disciplinary actions, and terminations
Analyze and understand the competition's strengths and weaknesses for each market segment and successfully direct marketing activities against each
Identify and maintain constant communications with the hotel's key accounts
Actively sell 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 years’ 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.
Seniority Level Director
Employment Type Full‑time
Job Function Sales and Business Development
Industry Hospitality
Location: Chicago, IL
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.
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At Olympia Hospitality and the Sophy Hotel, 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 Director of Sales (& Marketing) (DOS OR DOSM) oversees the members of the sales team, their workflow, and all sales strategies. The DOS is responsible for managing brand relationships and business opportunities, prospecting for new opportunities, setting rates, negotiating with and maintaining current accounts, and identifying new markets. The DOS is ultimately responsible for all booking and revenue decisions made in the best interest of the property. The Director creates and maintains relationships with potential and existing clients, ensuring that each property’s revenues meet or exceed budgets, and develops a growing mix of business that enhances the hotel’s value and bottom line. The Director is responsible for marketing and ensuring all revenue generators are profitable. This position supports, supervises, and develops the Sales Managers/Catering Sales Managers and Coordinators. This is a selling position.
Pay $110,000 – $120,000 per year plus quarterly bonus potential
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!
Responsibilities
Assist with the development of the hotel's marketing and sales plan based on the hotel's position and strengths within each market segment
Represent the hotel at various community, industry, and civic functions and maintain/cultivate these relationships
Lead, train, and mentor staff including hiring, coaching development, performance evaluations, disciplinary actions, and terminations
Analyze and understand the competition's strengths and weaknesses for each market segment and successfully direct marketing activities against each
Identify and maintain constant communications with the hotel's key accounts
Actively sell 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 years’ 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.
Seniority Level Director
Employment Type Full‑time
Job Function Sales and Business Development
Industry Hospitality
Location: Chicago, IL
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.
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