Cosmetologist / Hair Stylist Educator / Trainer

Drybar Shops; Massachusetts; On-site; USD 55,000 - 69,000; Full time

Benefits offered by this job

Tip retention

Commission opportunities

Retail & add-ons

Leadership development

Job summary

Drybar Chestnut Hill is seeking a Shop Educator / Licensed Cosmetologist to lead, teach, and elevate our blowout experts. You will balance chair time with training, coaching, and team development to deliver an exceptional client experience.

You’ll train new stylists, monitor progress at 30/60/90 days, recruit through schools, and help grow a strong sales culture with memberships and retail. Massachusetts license required; leadership opportunity with competitive pay.

Qualifications

• Massachusetts cosmetology license required.
• Strong styling and finishing skills.
• Excellent communication, organization, and follow-through.
• Passion for teaching and developing people.

Responsibilities

• Train and onboard newly hired stylists on Drybar techniques and client experience.
• Monitor trainee performance for consistency and growth.
• Conduct coaching sessions with new hires to address improvements.
• Lead 30, 60, and 90‑day check-ins and set progress goals.
• Build relationships with local cosmetology schools to support recruitment.

Skills

Teaching & mentoring

Leadership

Communication

Client service

Education

Massachusetts cosmetology license

Job description

Overview

Shop Educator / Licensed Cosmetologist – Drybar Chestnut Hill

JOIN CHESTNUT HILL'S BUSY BLOWOUT TEAM!

400+ Blowouts Every Week | 100% of Your Tips | No Cuts or Color

Ready to Lead, Teach, Style & Shine? Join Drybar Chestnut Hill as Our Next Shop Educator!

Are you a talented hairstylist who loves developing others, building strong teams, and creating an exceptional client experience? Are you ready to grow your career beyond the chair and make a direct impact on the success of your shop?

At Drybar®, we focus on one thing and being the best at it: No cuts. No color. Just blowouts!

We’re looking for a motivated, results-driven Shop Educator to help develop our team at our Chestnut Hill location.

As a Shop Educator, you’ll balance working behind the chair with training, coaching, recruitment, sales, and team development.

What You’ll Do

• Train and onboard newly hired stylists on Drybar techniques, service standards, timing expectations, and client experience.
• Continue monitoring trainee performance after initial training to ensure consistency and continued development.
• Conduct one‑on‑one coaching sessions with new hires to recognize successes and address areas of improvement.
• Monitor and participate in 30, 60, and 90‑day check‑ins with new hires, establishing goals and following up on progress.
• Identify stylists who need additional education, coaching, or hands‑on support.
• Build relationships with local cosmetology and beauty schools to create recruitment opportunities and a strong pipeline of future stylists.
• Participate in school outreach, recruiting events, and communication with upcoming graduates.
• Help create a strong sales culture by coaching the team on memberships, retail, add‑ons, rebooking, and overall client experience.
• Lead by example and demonstrate the performance, professionalism, and accountability expected from the team.
• Provide weekly updates to upper management regarding trainee progress, areas of opportunity, training goals, team development, and sales performance.
• Partner with shop and regional leadership to ensure training priorities support overall business goals.

WHAT YOU CAN EARN

Our Stylists/Leads have the opportunity to earn up to $40+ per hour in total compensation, including base pay, tips, and commissions.*

Keep 100% of your tips

Commission opportunities

Retail and sales opportunities

Team contests and incentives

Top‑performing Stylists can earn $50+ per hour in total compensation.*

What We’re Looking For

You’ll bring a valid Massachusetts cosmetology license, strong styling and finishing skills, excellent communication, organization, and follow‑through.

Most importantly, you have a passion for teaching and developing people. You’re comfortable providing constructive feedback, holding others accountable, being in a fast paced & problem solving environement, celebrating wins, and stepping in when additional coaching is needed.

Why Drybar?

Enjoy competitive pay, performance opportunities, employee retail discounts, continued professional development, and opportunities for leadership advancement.

This is your opportunity to help shape the next generation of Drybar stylists while building your own leadership career.

Legal Disclaimer

©2024 DB Franchise, LLC (“DBF”). Each Drybar® shop is independently owned and operated. Franchise owners are solely responsible for all employment decisions and matters regarding their independently owned and operated Shops. All individuals hired by franchise owners’ shops are their employees, not those of DBF. Drybar® + design is are registered trademarks owned by Helen of Troy Limited and used by DBF under license.