Director of Sales and Marketing - theWit

Why theWit?

At theWit, we are more than a hotel—we’re a destination where creativity meets hospitality. Nestled in the heart of Chicago, we celebrate the arts, culinary excellence, and unforgettable guest experiences. As part of our leadership team, you will play a key role in shaping how guests and the community experience our hotel.

Director of Sales & Marketing

Are you a dynamic sales leader who thrives on creativity, strategy, and driving exceptional results? theWit Hotel is seeking a Director of Sales & Marketing to lead our Sales Department and bring our 6 Xs Hotter Service Philosophy to life. theWit is more than a hotel—it’s an experience, and we’re searching for someone who can elevate our culture of wit, humor, artistry, and world-class service.

About the Role

As our Director of Sales & Marketing, you’ll oversee the entire Sales Department and set the tone for passion, professionalism, and playfulness across the property. You’ll be responsible for driving revenue generation, leading innovative marketing efforts, and positioning theWit as a top choice for travelers, dining guests, groups, and events. Working closely with the General Manager, Executive Chef, and other department heads, you’ll guide a talented team of sales and catering professionals, build strong client relationships, and ensure our service and revenue goals consistently exceed expectations.

What You’ll Do

• Lead, inspire, and motivate the Sales Department to deliver an exceptional Four Diamond experience for every guest.
• Direct all sales, revenue management, catering, and marketing efforts to maximize room and food & beverage revenues.
• Develop fresh, innovative strategies to position theWit above the competition.
• Partner with the Executive Chef and General Manager to promote our unique dining outlets, private events, and our renowned rooftop lounge.
• Build strong community and business relationships to attract groups, retain loyal partners, and drive profitability.
• Work with PR and creative agencies to lead high-impact advertising and marketing campaigns.
• Host client events, engage in networking functions, and represent theWit passionately in the market.
• Lead, develop, and coach a results-driven sales team through training, accountability, and collaboration.
• Monitor department performance, budgets, and revenue targets to consistently achieve and exceed hotel goals.

What We’re Looking For

• A proven track record of success in hotel sales, marketing, and leadership.
• Previous Director of Sales experience with luxury hotels is required.
• Strategic thinker with a bold, imaginative approach to sales and marketing.
• Strong leadership abilities with a passion for coaching and team development.
• An innovative mindset and ability to foster a motivating, high-energy work environment.
• Passion for delivering personalized, Four Diamond guest experiences.
• Strong knowledge of revenue management strategies, sales reports, and competitive benchmarking.
• Hilton Experience is a strong plus

Our Ideal Candidate

You are not only an expert in sales and marketing but also someone who embodies wit, creativity, humor, and sophistication. You thrive in environments that value individuality, teamwork, and culture. You aren’t afraid to push boundaries, bring fresh ideas, and deliver results with flair.

Compensation

• $150,000 - $160,000 per year

Benefits:

We offer a comprehensive benefits package designed to support the health, well-being, and financial security of our employees. Our offerings include:

• Medical Plans: Choice of three plans to meet your healthcare needs.
• Dental Plans: Two options for dental coverage.
• Vision Insurance: Coverage for routine eye care and eyewear.
• Paid Time Off (PTO): To support work-life balance.
• Accident/Hospital Indemnity/Critical Illness plans (new for 2026).
• 401(k) Retirement Plan: Plan for your future with employer contributions.
• Flexible Spending Account (FSA): Pre-tax savings for healthcare and dependent care expenses.
• Life and AD&D Insurance: Employer-provided coverage with additional voluntary options.
• Short-Term Disability (STD): Employer-provided coverage to support you during temporary disability.
• Voluntary Long-Term Disability (LTD): Additional protection for extended disability.
• Commuter Benefits: Save on transit and parking expenses.
• Pet Insurance: Options to support your furry family members.
• Hilton travel discounts and employee room rates worldwide
• Career growth and training opportunities
• Access to wellness programs and employee appreciation events

Please note that eligibility for certain benefits may vary depending on your employment status. Detailed information, including plan summaries and enrollment instructions, will be provided during onboarding or upon request. This summary complies with applicable state laws and is subject to change based on legislative updates or company policies.

E-Verify Participation:

theWit Hotel participates in the U.S. Department of Homeland Security E-Verify program to confirm the employment eligibility of all newly hired employees.

Equal Employment Opportunity:

theWit Hotel and ROOF on theWit are proud to be Equal Opportunity Employers. We celebrate diversity and are committed to creating an inclusive environment for all employees. Employment decisions are made without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, protected veteran status, or any other protected characteristic under applicable law.

Salary : $150,000 - $160,000