Assistant Barbershop Supervisor

Job overview

The Assistant Barbershop Supervisor role is onsite in Chicago, IL. The posting lists average annual earnings of $44,000–$58,000, a starting commission of 45% that can scale to 55%, and potential monthly bonuses on total shop sales. Floyd’s 99 Barbershop in Wrigley offers custom cuts in a relaxed, community-oriented shop. Working alongside the Shop Leader, the supervisor helps run daily operations, mentor barbers and stylists, and maintain service standards. The role also supports recruiting, inventory management, and leading by example behind the chair to strengthen the team and client experience.

What you'll do

• Work alongside the Shop Leader to support day-to-day operations
• mentor barbers and stylists
• maintain standards for cuts, color, and shaves
• help recruit talent
• manage inventory
• lead by example behind the chair
• support the team and client experience.

What we're looking for

Skills & competencies

assistant barbershop supervisor

chicago il

floyd's 99 barbershop

full-time

onsite

$44,000–$58,000/year

45%–55% commission

shop sales bonus

evenings and weekends

barber or stylist

illinois license

team mentoring

inventory management

Work arrangement

• Weekend coverage required

Benefits & perks

• Medical, dental, and vision benefits for full-time employees
• potential $500–$700 monthly bonus on total shop sales
• employee assistance program
• growth opportunities.

Why this role

Full-time role with peak hours during evenings and weekends. Requires 3+ years of experience as a barber or stylist in a fast-paced shop, 1+ year of management experience, and an active Illinois barber or cosmetology license.

About the employer

*Floyds 99 Barbershop - Chicago - Wrigley is hiring for this role. Industry: Barber Shops. Sector: 81.