Cosmetologist / Hair Stylist Educator / Trainer

Drybar Shops•Boston, MA
•$50•Onsite

About The Position

Drybar Back Bay is seeking a motivated, results-driven Shop Educator to develop the team at its Chestnut Hill location. The role balances working behind the chair with training, coaching, recruitment, sales, and team development. The Shop Educator helps new and existing stylists meet Drybar’s service standards and supports an exceptional client experience. Drybar specializes in blowouts and does not offer cuts or color.

Requirements

  • Valid Massachusetts cosmetology license.
  • Strong styling and finishing skills.
  • Excellent communication, organization, and follow-through.
  • Passion for teaching and developing people.
  • Comfort providing constructive feedback, holding others accountable, working in a fast-paced problem-solving environment, celebrating wins, and providing additional coaching when needed.

Responsibilities

  • Train and onboard newly hired stylists on Drybar techniques, service standards, timing expectations, and client experience.
  • Monitor trainee performance after initial training to support consistency and continued development.
  • Conduct one-on-one coaching sessions with new hires, recognizing successes and addressing areas for improvement.
  • Participate in 30-, 60-, and 90-day check-ins with new hires, establish goals, and follow 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 pipeline of future stylists.
  • Participate in school outreach, recruiting events, and communication with upcoming graduates.
  • Coach the team on memberships, retail, add-ons, rebooking, and client experience to help build a strong sales culture.
  • Lead by example, demonstrating the performance, professionalism, and accountability expected from the team.
  • Provide weekly updates to upper management on trainee progress, areas of opportunity, training goals, team development, and sales performance.
  • Partner with shop and regional leadership to align training priorities with business goals.
  • Work behind the chair as part of the role.

Benefits

  • Competitive pay and performance opportunities.
  • Employee retail discounts.
  • Continued professional development.
  • Opportunities for leadership advancement.
  • 100% of tips.
  • Commission opportunities.
  • Retail and sales opportunities.
  • Team contests and incentives.
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