Assistant Store Manager - Makeup Artist: TRINNY LONDON Job at Leap, Boston, MA

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  • Leap
  • Boston, MA

Job Description

About the Brand:

Super-charged by 20+ years of experience in the fashion and beauty world, Trinny Woodall founded Trinny London with an important mission – to offer effortless, personalized beauty to people of all ages. Highly active on social media, Trinny shares her warm, authentic and witty advice daily – whether it’s makeup application or business guidance. She encourages people to evolve, by inspiring and entertaining them in a language that resonates with how they’re feeling.Product innovation is at the heart of our business and our mission is to offer effortless, personalised beauty for people of all ages. We launched with our iconic stack – cream-based, multitasking little pots of joy that click seamlessly together – and Match2Me, our innovative personalization tool. Our next move was skincare – highly effective formulations that transform how people look and feel about their skin, and consequently about themselves.

About the Role:

We are seeking a dynamic and visionary Assistant Store Manager to lead our Trinny London store, powered by the Leap Platform, in Boston. This pivotal role is designed for an experienced, results-driven leader who thrives on building high-performing teams, driving business growth, and delivering an elevated client experience. They will conduct skin care and make up application services,  such as pre-booked appointments and walk-ups, ensuring that you deliver the Trinny London   experience to all. As a make up artist you will work with our education and training team to continually offer best in class makeup advice and services.You will stay up to date with the latest skincare and makeup trends, improve your product knowledge and elevate your artistry as well as the skill set and product knowledge of your team. 

As Assistant Store Manager, you will support the full scope of store leadership ensuring excellence in operations, people management, and customer engagement. You will lead by example on the sales floor, set clear goals, and foster a culture rooted in collaboration, performance, and continuous development. Your ability to coach and inspire will be key in cultivating a high-impact team and building a pipeline of future leaders.

In addition to overseeing day-to-day store operations—including sales, staffing, scheduling, visual merchandising, and inventory management—you’ll act as a local market expert. By understanding consumer behavior, regional trends, and community events, you’ll activate the store through localized outreach and events that deepen client relationships and drive traffic.

This role requires an entrepreneurial mindset, a strong operational foundation, and comfort navigating modern retail tools and platforms such as Shopify, Endear, Slack, and Google Workspace.

Position Requirements:

  • Minimum 3+ years of progressive retail leadership experience with a track record of hiring, developing and leading successful teams.
  • Proven expertise in premium, luxury, or high-touch retail environments.
  • Strong business acumen with the ability to analyze metrics and pivot strategy to meet evolving goals.
  • Operational excellence in scheduling, payroll, inventory, visual merchandising, and policy compliance.
  • Demonstrated ability to create individualized experiences and foster long-term client relationships.
  • Flexible availability, including evenings, weekends, holidays, and occasional travel as needed.
  • Ability to actively lead on the sales floor, including standing, walking, using ladders, and lifting up to 50 lbs.
  • Must be 18+ years of age

Annual Pay Range: $25-31/hr . Compensation will be based on experience, qualifications, and skills.

Interpersonal Skills:

  • Inspirational Leadership: Coaches and empowers others through hands-on leadership and consistent feedback.
  • Customer-Obsessed: Prioritizes service excellence and leads by example in creating memorable, personalized client experiences.
  • Entrepreneurial Mindset: Thrives in fast-paced, ever-changing environments with a focus on adaptability and innovation.
  • Collaborative Communicator: Builds trust across teams and communicates effectively to drive alignment and results.
  • Detail-Oriented: Ensures all operational and brand standards are executed with accuracy and precision.
  • Brand Expert: Acts as a knowledgeable brand ambassador with deep product understanding and passion for storytelling.

Key Performance Indicators (KPIs):

  • Sales & Profitability: Meets and exceeds store sales targets, driving strong results in conversion, AOV, and UPT.
  • Client Engagement: Achieves high Net Promoter Scores (NPS) and client retention through personalized outreach and relationship-building.
  • Operational Compliance: Maintains inventory accuracy, visual standards, and procedural excellence.
  • Team Retention & Development: Builds a loyal, engaged team through proactive coaching, recognition, and growth opportunities.

About Leap:

The Leap platform powers insight-driven retail stores for modern brands, delivering superior performance with minimized risk. We manage 100+ stores across the country proudly partnering with trailblazing brands such as Billy Reid, Frankies Bikinis, Grown Brilliance, Malbon Golf, MZ Wallace, Paper Planes, Ring Concierge, SET and many others. To hear more about our platform directly from our CEO, click here !

Leap Perks:

  • Unlimited PTO (blackout periods apply)
  • Bonus Eligible
  • 401K
  • Medical, Dental & Vision benefits including HSA
  • AllOne Health - Employee Assistance Programs
  • Employee discount + wardrobe allotment for participating Leap brands

In order to achieve our mission, we need to work hard to create a diverse community of Leapers to support the brand and customers we serve and help us all grow and thrive individually and as a team. Our differences make our organization special and are paramount to our culture. Your age, skin color, beliefs, sexual orientation, nationality, disability, parental status, vet status, gender identity are valued.

Job Tags

Full time, Local area, Flexible hours, Afternoon shift,

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