ROOF Server - FT

ROOF on theWit; Chicago, Northern (IL, KY); Hybrid; USD 17,000 - 21,000; Full time

Benefits offered by this job

Medical Plans

Dental Plans

Vision Insurance

Paid Time Off

401(k)

Flexible Spending Account

Life Insurance

Short-Term Disability

Transit Benefits

Pet Insurance

Travel discounts

Job summary

ROOF on theWit in Chicago, IL is seeking a hospitable Server to deliver exceptional guest experiences in a fast-paced setting. You will present menus, make recommendations, and communicate orders to the kitchen using the Micros POS system. A customer-first approach and prior food/beverage experience are valued.

Expect a detail-oriented, energetic team environment with opportunities for growth, competitive hourly pay, and comprehensive benefits in a premier rooftop venue above downtown Chicago.

Qualifications

• Must have open availability and be able to work mornings, afternoons, evenings and holidays.
• Previous experience as a server or front-of-house role preferred.
• Food Handler's Certification; knowledge of food safety standards is a plus.

Responsibilities

• Present menu, answer questions, and suggest items; relay guest orders to kitchen using POS.
• Anticipate guest needs and ensure satisfaction; address concerns promptly.
• Close guest checks and process payments; settle voided checks as needed.
• Set up, break down, and reset tables, buffets and stations.
• Work harmoniously with teammates and supervisors; complete side work as instructed.

Skills

Guest focus

Communication

Food & beverage

POS systems

Detail-oriented

Education

High school diploma

Tools

Micros POS

Job description

Job Details

Job Location: Chicago, IL 60601

Salary Range: $12.96 - $12.96 Hourly

Roof @ theWit

Perched above downtown Chicago, ROOF on theWit is one of the city's premier rooftop destinations, offering elevated cocktails, dynamic entertainment, stunning skyline views, and exceptional hospitality. As part of theWit Chicago, a Hilton Hotel, our team is committed to creating unforgettable guest experiences through attentive service, energy, and teamwork.

We are seeking hospitality professionals who thrive in a fast-paced, high-energy environment and are passionate about delivering outstanding service with personality, professionalism, and style.

Position Overview – Server

Responsibilities

• Candidate must be extremely guest focused and have excellent communication skills (both verbal and written)
• At least one-year minimum food and beverage experience.
• Be attentive to detail and computer skills are helpful but not required.
• Present menu, answer questions, and make suggestions regarding food, beverage and service; communicate guest orders including any special needs or requests to the kitchen using the hotel's point-of-sales system; coordinate food timings; check completed kitchen orders with the guest's original order; transport items to the guest table in a timely manner to ensure proper food quality.
• Anticipate guest needs, ascertain satisfaction, and offer suggestions, and respond urgently and appropriately to guest concerns and requests.
• Properly and accurately close guest checks; process cash and credit card payments; properly settle voided checks or complimentary meals.
• Breakdown, clean and set-up of tables, buffets, and food stations.
• Work harmoniously and professionally with co-workers and supervisors
• Post side work duties and ensure staff completes side work as instructed.
• Other duties as assigned.

Qualifications

• Must have open availability and the ability to work different shifts based on business needs, including mornings, afternoons, evenings, and holidays.
• Previous experience as a server, or similar front-of-house role.
• Food Handler's Certification
• Excellent communication and problem-solving abilities.
• Knowledge of food safety standards and hospitality service procedures.
• Ability to work flexible hours, including evenings, weekends, and holidays.
• Knowledge of the Micros POS system
• High school diploma or equivalent required; hospitality or restaurant management training preferred
• Excellent communication and interpersonal skills with a friendly, welcoming attitude.
• Ability to multitask in a fast-paced environment while maintaining attention to detail.
• Strong organizational skills and the ability to manage time effectively.
• Ability to handle guest inquiries, complaints, and concerns with professionalism and courtesy.
• Basic knowledge of reservation systems and/or point-of-sale (POS) systems is a plus.
• Communicate properly and effectively with the guests, associates and managers.
• Effectively respond to guest complaints.
• Promote teamwork and associate morale.
• Maintain knowledge of hotel property, hotel staff, hotel services, hotel service hours of operation and hotel surroundings (i.e. mall, restaurants).
• Adhere to all work rules, procedures and policies established by the company.

Working Conditions

• Fast-paced hospitality environment.
• Requires extended periods of standing and walking.
• May involve occasional lifting of items up to 25 lbs.
• Indoor work environment with frequent movement throughout the restaurant
• Must be able to lift and/or move up to 25 pounds.

Compensation

$12.96 per hour

Benefits

• 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

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.