Styling Team Manager; Remote

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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.

• ✨ Transform Lives: customer‑first, everything we create gives her confidence.
• ⚡️ Demand Excellence: deliver best work, obsess over details others overlook.
• 💪 Embrace Challenges: see obstacles as opportunities to invent better solutions.
• 💡 Think Differently: thrive on new solutions others haven’t seen.

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 we deliver a top‑notch styling experience and keep earning our clients’ business over and over again.

This fast‑paced, high‑impact role requires solution‑oriented thinking, adept management of a sizeable remote team, and strong quantitative skills. You’ll push your team to continuously improve, design and implement solutions, collaborate across functions, and use analytics to make smart decisions.

• Deliver a delightful client experience – train, coach, and inspire stylists to provide best‑in‑class service.
• Lead and inspire your team of Advisors, Senior Stylists, and Stylists to exceed performance and morale goals.
• Drive real impact – own key metrics and take action to meet daily, weekly, and monthly targets.
• Solve complex puzzles – optimize team performance and design training programs that work.
• Operate – own scheduling, compliance, box completion, time off, and timesheet approvals.
• Work directly with the founding team – provide feedback, insights, and improvement ideas.
• Hiring – assess new stylist candidates, conduct interviews, and scale the team.
• Training – coach and design engaging onboarding programs.
• Team building – build community within the styling team and integrate with the broader company.
• Collaborate cross‑functionally – with CX, Operations, Merchandising, Product Development, Marketing, and Engineering.

• Have led large remote teams of >20 direct reports through ambitious transformations.
• Switch effortlessly between strategic planning and tactical execution.
• Thrive in fast‑paced environments where good‑enough never is.
• Have an eye for detail and quality.
• Strong analytical background and proficiency in Google Sheets/Excel (pivot tables, VLOOKUP).
• Work well independently and collaboratively in a fast‑paced environment.

• Best‑in‑class team deeply mission‑aligned.
• Huge impact on a small team with growth runway.
• Base salary and performance‑based bonuses.
• Excellent benefits – versatile health, dental, vision coverage.
• 401(k) 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.

Mid‑Senior level

Full‑time

Other

Retail Apparel and Fashion

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