Director of Sales

About Four Seasons:

Four Seasons is powered by our people. We are a collective of individuals who crave to become better, to push ourselves to new heights and to treat each other as we wish to be treated in return. Our team members around the world create amazing experiences for our guests, residents, and partners through a commitment to luxury with genuine heart. We know that the best way to enable our people to deliver these exceptional guest experiences is through a world-class employee experience and company culture.


At Four Seasons, we believe in recognizing a familiar face, welcoming a new one and treating everyone we meet the way we would want to be treated ourselves. Whether you work with us, stay with us, live with us or discover with us, we believe our purpose is to create impressions that will stay with you for a lifetime. It comes from our belief that life is richer when we truly connect to the people and the world around us.

About the location:
Our property is a vibrant hub of culture, style and energy and includes our newly transformed restaurant which embodies iconic luxury boldly reimagined to capture the essence of Chicago through inspired food, drink, art and music. Four Seasons Hotel Chicago is honored to be ranked as one of Conde Nast Traveler Reader's Choice Top 50 Hotels in the World. We offer 345 elegant guest rooms and suites: and a luxury spa. We are located steps away from the famed Magnificent Mile, glamorous North Michigan Avenue shopping and minutes from the city's business and financial center. Adorn Restaurant features globally inspired cuisine starring the bounty of the Midwest. Adorn Bar showcases craft cocktails and a wine list that sparks conversation, all with a lively, convivial vibe beckoning to be discovered.

Our Open Opportunity

Four Seasons Hotel Chicago is seeking an accomplished and commercially driven Director of Sales to join our Commercial leadership team. This senior leadership role is responsible for driving profitable revenue through the strategic oversight of the hotel's sales activities, with a focus on identifying new business opportunities, strengthening key accounts, and maximizing production across Group, Corporate, Leisure, Consortia, Entertainment, Sports, and other key market segments.

As a key member of the Commercial leadership team, the Director of Sales will partner closely with the Commercial Director, Revenue Management, Marketing, Conference Services, and Operations teams to ensure sales strategies align with market demand, business priorities, and the hotel's overall revenue objectives. This individual will lead and develop a high-performing Sales team, providing strategic direction, coaching, accountability, and support to achieve both individual and departmental goals.

The successful candidate will possess a sophisticated understanding of luxury urban hotel sales, revenue optimization, business development, and client relationship management. This role requires a polished, proactive, and results-oriented leader who can balance strategic planning with hands-on selling while representing Four Seasons Hotel Chicago with excellence, credibility, and strong commercial discipline in one of North America's most competitive luxury hospitality markets.

What you will do:

Sales Leadership & Commercial Strategy

Lead the hotel's sales efforts and translate commercial priorities into focused strategies and action plans designed to achieve budgeted revenue, market share, and profitability goals across all key business segments.

Team Leadership & Development

Lead, coach, and develop the Sales team by establishing clear expectations, fostering accountability, and creating opportunities for continued professional growth and career advancement.

Sales Leadership & Commercial Strategy

Lead the hotel's sales efforts and translate commercial priorities into focused strategies and action plans designed to achieve budgeted revenue, market share, and profitability goals across all key business segments.

Team Leadership & Development

Lead, coach, and develop the Sales team by establishing clear expectations, fostering accountability, and creating opportunities for continued professional growth and career advancement.

Business Development & Account Management

Actively prospect, sell, and manage key accounts while expanding relationships within assigned territory. Identify new business opportunities that strengthen the hotel's market position and long-term revenue contribution.

Revenue Optimization

Partner closely with the Commercial Director and Revenue Management team to strategically manage Group and transient business, room rates, inventory, function space utilization, and market mix to maximize total hotel revenue and profitability.

Market & Client Leadership

Maintain a strong understanding of Chicago market dynamics, competitive activity, industry trends, and client needs. Lead negotiations that balance customer expectations with the hotel's revenue, profitability, and strategic objectives.

Commercial Planning & Performance

Support the development and execution of annual commercial goals, sales strategies, and marketing plans. Monitor pace, booking trends, market performance, production reports, and booked-versus-consumed business to ensure objectives are achieved.

Sales Execution & Market Representation

Coordinate and execute strategic sales initiatives including client meetings, industry events, trade shows, entertainment and sports industry outreach, site inspections, familiarization trips, and business travel designed to generate new business and elevate the hotel's market presence.

Cross-Functional Collaboration

Partner effectively with Commercial, Conference Services, Revenue Management, Marketing, Food & Beverage, and Operations teams to ensure seamless communication of business opportunities while delivering exceptional client and guest experiences.

Preferred Qualifications and Skills

• 3-5 years of experience as a Director of Sales or Associate Director of Sales within a luxury hotel, luxury lifestyle property, or major urban market.
• Demonstrated success leading, motivating, and developing a high-performing Sales team while delivering strong revenue and market share results.
• Strong commercial and financial acumen with expertise in hotel sales strategy, revenue management, forecasting, pricing, segmentation, and business mix optimization.
• Proven track record of successfully generating and converting high-value Group, Corporate, Entertainment, Sports, and Luxury Leisure business.
• Strong knowledge of the Chicago market and established relationships within key local, regional, and national accounts preferred.
• Exceptional negotiation, presentation, communication, and relationship-building skills with the executive presence to represent Four Seasons confidently with clients, partners, and stakeholders.
• Strong analytical and problem-solving abilities with the capability to interpret market trends and sales performance data and convert insights into measurable results.
• A proactive, adaptable, and highly organized leadership style with strong attention to detail, sound judgment, and the ability to thrive in a fast-paced luxury environment.
• Bachelor's degree in Hospitality Management, Business Administration, Marketing, or a related field preferred, or equivalent experience. Knowledge of hotel sales, CRM, reservations, and revenue-related systems is required.

Candidates must have valid work authorization for the U.S.

Please note that due to the large number of responses we receive, only candidates being considered for the above position will be contacted for an interview.

Internal Four Seasons Hotels & Resorts employees may be eligible for visa sponsorship via an L-1A Visa. Please contact your People & Culture Team regarding eligibility.

What we offer:

• Compensation: $126,000 - $136,000
• Energizing Employee Culture where you are encouraged to be your true self!
• Comprehensive learning and development programs to help you master your craft.
• Competitive wages and benefits (Medical, Dental, Vision and Retirement Plan) as well as Paid Time Off & Holiday Pay
• 401(k) Retirement Plan including Employer Matching Program
• Inclusive and diverse employee engagement & recognition events all year-round.
• Exclusive discount and travel programs with Four Seasons
• Complimentary Dry Cleaning for Employee Uniforms & Employee Meals
• And so much more!

Learn more about Four Seasons Hotel Chicago and Four Seasons Hotels & Resorts by visiting us below:

Instagram: @FSChicago

Twitter: @FSChicago

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Career Opportunities: careers.fourseasons.com

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Learn More About Who We Are: We Are Four Seasons

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Don't miss this opportunity to be part of our award winning team, while developing your career with the world's leading luxury hotel company! We look forward to receiving your application!

Four Seasons is an Equal Opportunity, Affirmative Action employer. Minorities, women, veterans, and individuals with disabilities are encouraged to apply. To access the 'EEOC is The Law' Information poster please visit this website -

Four Seasons is an Equal Opportunity, Affirmative Action employer. Minorities, women, veterans, and individuals with disabilities are encouraged to apply. To access the 'EEOC is The Law' Information poster please visit this website -