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Styling Team Manager (Remote)

Remote, USA Full-time Posted 2026-06-17

Our Story

Short Story is an award winning, technology-powered retailer dedicated to petite women 5'4" and under. Our mission is to create a seamless shopping experience for millions of petite women so they can dress with effortless confidence.

As a fast-growing startup, we're revolutionizing retail with a data-driven learning system that leverages customer feedback to create tailored products. We've been recognized by top publications like Forbes, Fortune and are backed by top investors who share our vision of building the world's next great consumer brand.

Our Values

We're building a company with intention and purpose. Our culture thrives on data insights, exceptional commitment to fit, and the urgency to move quickly on what matters.

  • Transform Lives. We're customer-first. Everything we create exists to give her confidence.

  • ⚡️ Demand Excellence. We deliver only our best work, in Fit and Finish. We obsess about details others overlook.

  • Embrace Challenges. We see obstacles as opportunities to invent better solutions.

  • Think Differently. We get a thrill from finding better solutions others haven't seen.

Goal

At Short Story, we have a Fit-First approach to Styling. As our Styling Team Manager, you'll be at the heart of this—crafting experiences that make getting dressed effortless, exciting, and deeply personal for millions of clients. Your goal is to ensure that we deliver a top-notch styling experience to our clients. You’ll be instrumental in making sure we earn our client’s business over and over again.

Role Expectations

This is a fast-paced, high-impact role at the heart of our mission. The role requires 1) solutions-oriented thinking 2) adept management of a sizable remote team and 3) strong quantitative skills. This role can be demanding. You’ll be expected to push your team to continuously improve. You’ll not only identify issues, but more importantly, design and implement solutions. There’s a high level of collaboration with other functions. You'll also use your analytic ability to interpret data and make smart decisions.

Responsibilities

  • Deliver a Delightful Client Experience - Train, coach, and inspire your stylists to provide best-in-class styling experience for our clients.

  • Manage, lead, and inspire your team of Advisors, Senior Stylists, and Stylists to ensure they are meeting/exceeding goals for individual performance, team success, and team morale

  • Drive Real Impact - Own Key Metrics and take actions to meet and exceed our daily, weekly and monthly performance metrics

  • Solve Complex Puzzles - From optimizing team performance to designing training programs that actually work, you'll tackle challenges that push your creativity and analytical skills to new heights.

  • Operations - You will own your team’s operational functions including shift scheduling, schedule compliance, box completion, time off/sick time, and timesheet approvals. 

  • Work Directly with Founding Team - Provide feedback on team performance, share learnings, insights, and ideas for improvements.

  • Hiring - Assess new stylist candidates, conduct interviews, and scale your team.

  • Training - Train, coach, and design programs for an engaging onboarding experience.

  • Team Building - build community within the Styling team and integrate Stylists into the broader company.

  • Collaborate Cross Functionally - with CX, Operations, Merchandising, Product Development, Marketing, and Engineering

Requirements

  • Have led large remote teams of greater than 20 direct reports through ambitious transformations

  • Can switch effortlessly between strategic planning and tactical execution

  • Thrive in fast-paced environments where "good enough" never is

  • You have an eye for detail and quality

  • Have a strong analytical background and well versed in Google Sheets/Excel functions like pivot tables, vlookup 

  • You work well independently and collaboratively in a fast paced environment

Why You Should Join Us

  • Best-in-class team that is deeply mission-aligned

  • Have a huge impact on a small team with lots of runway for growth

  • Base salary and opportunity to earn performance-based bonuses

  • Excellent benefits and versatile health, dental, and vision coverage plans

  • 401k with company match

  • Paid parental leave

  • Flexible PTO

  • Employee discount on merchandise

Short Story is committed to providing equal employment opportunity and a work environment free of discrimination and harassment for all employees and applicants. We work diligently to ensure equal opportunity for all applicants and employees without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, Veteran status, or other legally protected characteristics.

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