Demo

Director of Front Office - theWit

DREAMWEAVER HOTELS INC
Chicago, IL Full Time
POSTED ON 4/19/2026
AVAILABLE BEFORE 6/18/2026

At theWit Hotel, the Director of Front Office plays a key role in shaping the guest experience from the very first welcome to the final farewell. This leader provides both strategic direction and hands-on guidance to all front-of-house operations, ensuring every arrival, stay, and departure feels seamless, personalized, and elevated. Overseeing the lobby environment along with Valet, Bell Services, Concierge, and Lobby Security, the Director sets the tone for a warm, engaging, and refined atmosphere that reflects our culture of thoughtful hospitality. As a visible lobby ambassador, this role leads by example - fostering genuine guest connections, anticipating needs, and ensuring every interaction feels intentional and memorable. In partnership with Operations, Housekeeping, Engineering, Sales, and Security, the Director of Front Office ensures a cohesive and effortless guest journey. At the same time, they champion service excellence, uphold brand standards, drive financial performance, and inspire a high-performing team that brings theWit experience to life every day.

 

Key Responsibilities

 

At theWit, our leadership approach is centered around creating a seamless, elevated, and memorable guest journey while fostering a strong, service-driven team culture.

· Lead all front-of-house areas - including Valet, Bell Services, Concierge, and Lobby Security - to deliver a seamless, safe, and welcoming arrival and departure experience where every detail feels intentional and effortlessly luxurious.

· Uphold Hilton brand standards while bringing the elevated, lifestyle-driven Dreamweaver experience to life-balancing structure, creativity, and personalized service that feels genuine rather than scripted.

· Lead, coach, and mentor Front Office leaders and team members, cultivating a culture of accountability, engagement, continuous learning, and pride in the art of hospitality.

· Oversee all Front Desk operations, policies, procedures, and controls with exceptional attention to detail; train the audit team to thoughtfully assess and validate processes-not just complete tasks-ensuring accuracy, consistency, and compliance.

· Identify and resolve operational gaps and inefficiencies within Front Desk operations, ensuring clear ownership, timely follow-through, and continuous improvement before issues impact the guest experience.

· Manage and evaluate third-party partners, including valet services, ensuring performance, service quality, and contractual obligations align with the Wit’s standards and guest expectations.

· Lead hiring and onboarding efforts to attract individuals who embody the Wit’s warmth, professionalism, and creative spirit, ensuring new team members are fully prepared to contribute to both the operation and the culture.

· Monitor productivity, payroll, and financial performance including labor and expenses, with a focus on efficiency and smart resource management.

· Personally ensure VIP arrivals, returning guests, and special requests are thoughtfully prepared and executed with attention to detail.

· Take pride in the daily presentation of the lobby and arrival spaces, ensuring they are always clean, refined, and aligned with our signature ambiance.

· Serve as a visible and approachable lobby ambassador, especially during peak arrival and departure times, setting the tone for a warm and engaging guest experience.

· Approach guest concerns with urgency, empathy, and professionalism, turning challenges into opportunities to exceed expectations.

· Ensure the team is always prepared for Hilton audits, inspections, and brand evaluations.

· Drive improvement in KPIs including guest satisfaction scores, Stay Score, Hilton Honors enrollments, upsell revenue, and service recovery metrics using Stay Experience, Qualtrics and Review Pro.

· Stay connected to our guests by regularly reviewing surveys and feedback across platforms like Google, Yelp, TripAdvisor, and Expedia, and using their comments to keep improving the overall experience.

· Identify trends in guest satisfaction and collaborate with teams to implement meaningful improvements.

· Champion a collaborative, guest-first mindset that reflects professionalism and pride in service.

· Ensure smooth daily operations by coordinating closely with Housekeeping and other departments to manage arrivals, departures, and room readiness.

· Partner with Sales and Reservations to support overall revenue growth and operational success.

· Encourage revenue opportunities through thoughtful upselling and enhanced guest experiences.

· Monitor performance metrics and partner with leadership to support the hotel’s overall financial success.

· Foster clear and consistent communication and follow ups to keep operations aligned and running efficiently specially Housekeeping and Engineering department.

· Proactively identify opportunities to improve processes, enhance efficiency, and elevate the guest experience.

· Leverage hotel systems and tools to enhance operations, guest engagement, and reporting accuracy.

· Lead theWit experience as instructed by the hotel leaders.

· Collaborate with senior leadership and cross-departmental teams to support overall hotel objectives, guest satisfaction goals, and continuous improvement initiatives.

· Maintain responsibility for ensuring all critical Front Desk-related functions are completed accurately and on time, including tasks not explicitly listed but reasonably related to the role.

· Perform additional duties as assigned by executive management in support of operational and organizational needs.

Qualifications

· A degree in Hospitality Management or a related field is preferred, reflecting a strong foundation in service excellence.

· At least 5 years of progressive Front Office leadership experience within a full-service or luxury hotel environment.

· Demonstrated success in leading multiple guest-facing departments and inspiring large, dynamic teams.

· Strong business acumen with hands-on experience in budgeting, forecasting, labor management, and driving financial performance.

· A natural leader with a passion for coaching, developing talent, and creating a collaborative, high-performing culture.

· Exceptional communication skills with the ability to thoughtfully resolve challenges and elevate the guest experience.

· Comfortable navigating hotel systems and technology, including ONQ, PEP, HotSOS and Kipsu to ensure seamless operations.

 

Work Environment

· Ability to work a flexible schedule including evenings, weekends, and holidays based on business needs.

· Regular and visible presence in the lobby and front-of-house areas is required.

· Fast-paced hospitality environment requiring adaptability and hands-on leadership.

Compensation and Benefits:
 

$70,000.00 - $73,000.00 per year 


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.
  • 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 : $70,000 - $73,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at DREAMWEAVER HOTELS INC

  • DREAMWEAVER HOTELS INC Chicago, IL
  • Concierge theWit Hotel – a Hilton property Chicago, IL theWit Hotel is a vibrant, design-forward luxury hotel in the heart of Chicago’s theatre district, k... more
  • 1 Day Ago

  • DREAMWEAVER HOTELS INC Chicago, IL
  • theWit Hotel, a dynamic destination within the Hilton Brand, stands at the intersection of sophistication, creativity, and exceptional hospitality in the h... more
  • 2 Days Ago

  • DREAMWEAVER HOTELS INC Chicago, IL
  • Summary We are looking for those who celebrate culture, humor, wit, thoughtful and attentive service and team orientation. You will need to have the abilit... more
  • 4 Days Ago

  • DREAMWEAVER HOTELS INC Chicago, IL
  • theWit Hotel, a dynamic destination within the Hilton Brand, stands at the intersection of sophistication, creativity, and exceptional hospitality in the h... more
  • 5 Days Ago


Not the job you're looking for? Here are some other Director of Front Office - theWit jobs in the Chicago, IL area that may be a better fit.

  • Front Chicago, IL
  • Front is the customer operations platform built for B2B complexity, keeping every team, tool, and customer conversation in sync so companies can scale with... more
  • 24 Days Ago

  • Loews Hotels & Co Chicago, IL
  • Experience the Windy City from the heart of it all. Loews Chicago Hotel , situated steps from Navy Pier and Magnificent Mile, offers guests spectacular cit... more
  • 15 Days Ago

AI Assistant is available now!

Feel free to start your new journey!