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Assistant Director of Sales

Four Seasons Hotels and Resorts

Chicago, IL · Posted November 3, 2026

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About the job

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.

About the role Assistant Director of Sales - works closely with Director of Sales & Commercial Director in achieving group sales team goals, while responsible for achieving individual sales targets based on assigned territory.

What you will do

Prospect & s olicit new & repeat business for assigned territory , focus on Entertainment & Production , Middle East, and C itywide market s

Respond promptly to business inquiries and qualify leads to maximize group room nights, catering revenue, and overall RevPAR performance

Negotiate, prepare, and finalize group contracts that support the Hotel’s revenue objectives and commercial strategy

Serve as the on-site representative for remote Sales Managers by conducting all in-person site inspection s . Assist DOS & CD on team dynamics, engagement, and drive for group team achievement

Business Travel as needed to develop client relationships, representing the hotel in a professional manner

Assist with budget setting, marketing plan, presentations, strategies, and overall department representation internally

What you bring

Minimum 5 years as Group Sales Manager in previous role

Ability to work and make decisions independently in the best interest of the hotel

Ability to mentor team members to make highest level of achievement

Exceptional interpersonal dynamics to create relationships externally & internally

Driven, competitive, & focused sales person

Proficiency with Delphi/Golden S&C and a commitment to maintaining high-quality CRM data and sales reporting

Strong analytical, organizational, and strategic planning abilities with exceptional attention to detail

Strong knowledge of Microsoft Office Suite and relevant sales systems

Excellent written and verbal communication skills

Ability to prioritize multiple responsibilities and thrive in a fast-paced luxury hospitality environment

What we offer:

Compensation: $100,000 - $112,000

Energizing Employee Culture where you are encouraged to be your true self!

Comprehensive learning and development programs to help you elevate 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!

Schedule & Hours:

Full Time - some weekends/evenings if needed & Business Travel

Hybrid role with on property days required weekly

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 - https://www.eeoc.gov/know-your-rights-workplace-discrimination-illegal