Head Bartender/Assistant General Manager

Winter's is seeking a friendly, skilled, and professional Head Bartender/Assistant General Manager who is passionate about delivering outstanding guest experiences. This is a key role on our small, close-knit team, and we are looking for a dedicated individual who shares our enthusiasm for making Winter's the premier Jazz club in Chicago. We are passionate about what we do and are looking for an enthusiastic, team-oriented professional who takes pride in their craft and values creating a warm, welcoming environment for guests and staff alike.

This position requires five shifts per week, Wednesday through Sunday, with four shifts scheduled as Head Bartender and one as Assistant General Manager. Additionally, the ideal candidate would take on AGM responsibilities when our GM has extended scheduled time off. Compensation for the Head Bartender role is $18/hour plus tips, while pay for the AGM role will be considerably higher and commensurate with experience.

The ideal candidate is a seasoned Head Bartender/AGM who excels under pressure, thrives in high-volume environments, and consistently delivers exceptional service. Beyond preparing and serving great drinks efficiently, we are looking for someone who will represent Winter's as an ambassador of hospitality, creating memorable experiences for patrons who share a love of Live Jazz. As part of our small, tightly-knit team, it is essential to maintain a friendly, respectful, and collaborative atmosphere for both guests and colleagues.

At Winter's, we offer a professional and enjoyable work environment where all team members are valued and treated with respect. Working here provides the opportunity to cater to an upscale clientele in a vibrant neighborhood, enjoy shorter shifts (typically 6-7 hours) with minimal side work (as we do not serve food), and, of course, experience world-class Live Jazz while you work.

If you are passionate about exceptional service, thrive in a dynamic setting, and are excited to join a team that shares your commitment to excellence, we look forward to hearing from you!

Responsibilities include:

• Preparing the club for opening
• Organizing and stocking the bar for the night
• Batching cocktails
• Interacting with customers, taking orders, and preparing and serving drinks.
• Assessing customer needs and preferences and making recommendations.
• Staying guest-focused and nurturing an excellent guest experience
• Keeping the bar organized, stocked, and clean
• Accurately recording and entering all beverage items into the Square POS system
• Checking guest identification to avoid serving alcoholic beverages to underage guests
• Monitoring inventory levels
• Receiving, inspecting, and putting away deliveries every other Wednesday or as needed
• Conducting preventative maintenance on the bar equipment 
• Performing end of day procedures

Our ideal candidate will possess:

• 4+ years of Head Bartender-level experience at a high-volume venue
• Strong knowledge of wine, spirits, classic cocktails, and modern techniques is required
• The ability to lead and mentor
• Positive attitude and excellent communication skills
• Relevant training certificate; Basset-certified
• Ability to work a typical hospitality schedule to include weekends and holidays.
• Ability to work in a standing position for long periods of time.
• Ability to safely lift up to 25 pounds. 

A background check is required.