Assistant Barbershop Supervisor

Barbershop Assistant Lead

Floyd's 99 Barbershop in Chicago, IL is seeking a talented and driven Barbershop Assistant Lead to join our full‑time team. This role offers the chance to grow your career, energize a team of barbers and stylists, and create unforgettable client experiences.

• Lead the shop by setting the tone, mentoring barbers and stylists, and ensuring every client walks away with an exceptional experience.
• Recruit top talent, manage inventory, and assist with purchase orders to keep the shop running smoothly.
• Support the team behind the chair or in management, keeping energy high and standards even higher.

• 3+ years of experience behind the chair as a barber or stylist in a fast‑paced shop.
• 1+ year(s) of management experience.
• Passion for leadership, building a culture of teamwork and service.
• Active Barber or Cosmetology license in the state of Illinois.

• Health benefits for full‑time employees, including medical, dental, and vision.
• Bonus potential and 40% retail commission.
• Employee assistance program offering counseling, financial planning, and more.
• Free monthly services and product discounts.
• Nationwide locations, making it easy to relocate while continuing your professional journey.

Our barbershop is the place where downtown Chicago style meets a fresh, modern vibe. We create experiences from sleek business cuts to creative fades, all while keeping things fun and casual. Our team is passionate, supportive, and collaborative, pushing each other to be better while keeping the environment positive and ego‑free. If you’re looking to be part of a dynamic crew in one of the most exciting neighborhoods in Chicago, Floyd's 99 Barbershop in Streeterville is your next home.

This full‑time role has peak hours during evenings and weekends. Flexibility is essential to support the team when they need you most.

This is your opportunity to grow your career, lead an incredible team, and make an impact in a fast‑paced, rewarding environment. Apply now!