Director of Sales

Four Seasons•Chicago, IL

11d•Onsite

About The Position

Four Seasons Hotel Chicago is seeking an accomplished, commercially driven Director of Sales to lead the hotel’s sales activities and drive profitable revenue. The role focuses on identifying new business opportunities, strengthening key accounts, and maximizing production across Group, Corporate, Leisure, Consortia, Entertainment, Sports, and other key market segments. The Director of Sales is a key member of the Commercial leadership team and works closely with the Commercial Director, Revenue Management, Marketing, Conference Services, and Operations to align sales strategies with market demand, business priorities, and revenue objectives. The Director of Sales leads and develops a high-performing Sales team, providing strategic direction, coaching, accountability, and support. The successful candidate brings experience in luxury urban hotel sales, revenue optimization, business development, and client relationship management, and balances strategic planning with hands-on selling while representing Four Seasons Hotel Chicago in a competitive luxury hospitality market. The hotel is located near Chicago’s Magnificent Mile and offers 345 guest rooms and suites, a luxury spa, Adorn Restaurant, and Adorn Bar. Compensation is $126,000–$136,000. Candidates must have valid U.S. work authorization. Internal Four Seasons Hotels & Resorts employees may be eligible for L-1A visa sponsorship; employees should contact their People & Culture Team regarding eligibility.

Requirements

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 revenue and market share results.
Strong commercial and financial acumen, including expertise in hotel sales strategy, revenue management, forecasting, pricing, segmentation, and business mix optimization.
Proven track record generating and converting high-value Group, Corporate, Entertainment, Sports, and Luxury Leisure business.
Exceptional negotiation, presentation, communication, and relationship-building skills, with the executive presence to represent Four Seasons with clients, partners, and stakeholders.
Strong analytical and problem-solving abilities, including interpreting market trends and sales performance data and turning insights into measurable results.
Proactive, adaptable, and highly organized leadership style, with attention to detail, sound judgment, and ability to work in a fast-paced luxury environment.
Knowledge of hotel sales, CRM, reservations, and revenue-related systems is required.
Valid U.S. work authorization.

Nice To Haves

Strong knowledge of the Chicago market and established relationships within key local, regional, and national accounts.
Bachelor’s degree in Hospitality Management, Business Administration, Marketing, or a related field, or equivalent experience.

Responsibilities

Lead hotel sales efforts and translate commercial priorities into strategies and action plans to achieve budgeted revenue, market share, and profitability goals across key business segments.
Lead, coach, and develop the Sales team by setting clear expectations, fostering accountability, and supporting professional growth and career advancement.
Prospect, sell, and manage key accounts while expanding relationships within the assigned territory.
Identify new business opportunities that strengthen the hotel’s market position and long-term revenue contribution.
Partner with the Commercial Director and Revenue Management team to manage Group and transient business, room rates, inventory, function space utilization, and market mix to maximize total hotel revenue and profitability.
Maintain knowledge 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.
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.
Coordinate and execute sales initiatives, including client meetings, industry events, trade shows, entertainment and sports industry outreach, site inspections, familiarization trips, and business travel.
Collaborate with Commercial, Conference Services, Revenue Management, Marketing, Food & Beverage, and Operations teams to communicate business opportunities and deliver exceptional client and guest experiences.