Director of Entertainment and Sports
Company websitefourseasons.com (Four Seasons, opens in new tab)
Base salary $100K to $112K
Employer-published annual base salary, USD. Advertised base range Four Seasons Chicago
You apply on the employer's own site. Six Figure Work does not handle applications.
- LocationFour Seasons Chicago
- WorkplaceWorkplace not stated
- Status at last checkSource accepting applications when checked
- Last checked (2 h ago) · observed since
About this 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
The Director of Entertainment & Sports 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.
The Director of Entertainment & Sports is accountable for ensuring quotas and goals are met and to ensure that direct sales activities are focused on generating the highest possible RevPar for the overall hotel’s success. You will be responsible for business generation, promoting and selling the hotel with specific focus on Group Entertainment & Sports segments in accordance with the goals and strategies outlined in the Marketing Plan and in concert with WSO’s efforts. Responsibilities include: generate hotel awareness through direct phone sales, e-mail, social media, and direct sales calls; participation in tradeshows and networking groups; work closely with Sales and Marketing team to confirm individual business required to meet budgeted sales goals.
This position requires a high degree of independent judgement and discretion on decision making. Performs and follows up on all extra tasks, actions and responsibilities assigned by the Directors of Sales and Directors of Marketing. Has the ability to be a Public Ambassador for Four Seasons Hotels. This position is hotel based.
What you will do
Prospect & solicit new & repeat business for assigned territory: Entertainment, Production, Middle East, and Sports markets
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 to achieve monthly, quarterly and annual revenue
Secures proper handover to Conference Services
Utilize Various Prospecting Resources to solicit and secure business including outside sales calls, prospecting calls, site inspections, and client entertainment
Serve as the on-site representative for remote Sales Managers by conducting all in-person site inspections.
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
Use company wide programs, sales developments, prospecting projects, WSO customer events and reporting for group business development
Assist with budget setting, marketing plan, presentations, strategies, employee reviews, and overall department representation internally
What you bring
Minimum 5 years as Group Sales Manager in previous role
Previous experience in Luxury Hotels with focus on Entertainment and/or Sports markets
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
Quarterly Incentive
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
Source: Four Seasons on Workday · View original posting (opens in new tab)
Pay in context
This role's base floor ($100,000) is above 0% of the 4,310 Sales roles nationwide listed on this site; 249 others list the same floor. Their median floor is $141,450; the middle half runs from $120,000 to $170,000.
Only jobs on this site count, and each one publishes a base salary of $100,000 or more, so this compares six-figure jobs with each other, not with the whole market. Computed Nov 8, 2026.
This listingDirector of Entertainment and Sports$100K to $112K
Executive Pastry Chef$100K to $130K
Director of Guest Experience$100K to $110K
Director of Social Catering$100K to $110K
Director of Learning & Development - Full time$103,500 to $126,500
Executive Sous Chef$115K to $125K
Director, Spa & Wellness$117K to $120K
Chart as a table
| Role | Published base |
|---|---|
| Director of Entertainment and Sports (this listing) | $100K - $112K |
| Executive Pastry Chef | $100K - $130K |
| Director of Guest Experience | $100K - $110K |
| Director of Social Catering | $100K - $110K |
| Director of Learning & Development - Full time | $103,500 - $126,500 |
| Executive Sous Chef | $115K - $125K |
| Director, Spa & Wellness | $117K - $120K |
Observed changes
- First observed on the employer's board
- Began meeting the published-salary criteria
- Observed since
- Employer-stated posting date
- 2026-11-03
Where this pay comes from
Location as the employer wrote it: Four Seasons Chicago
Compensation: $100,000 - $112,000
- Method
- Employer text, read with fixed rules and re-verified
- Checked
- Rule set
- us-base-v2
The pay passage appears in the employer's own job text. Fixed, deterministic rules located it, and the passage below was checked against the stored copy of the posting.
What we verified
- The pay figures come from the employer's own listing, quoted exactly above.
- The pay is an annual base salary in US dollars with a minimum of at least $100,000.
- The role was publicly listed on the employer's job board when last checked.
We do not verify what the employer will actually offer, whether the employer is still recruiting for the role, or anything beyond what the employer published. Full methodology.