Full-Time

Styling Team Manager

Short Story

Short Story

51-200 employees

Petite-focused personal styling with home delivery

No salary listed

Washington, USA + 10 more

More locations: California, USA | Texas, USA | Florida, USA | Nevada, USA | South Carolina, USA | Georgia, USA | Sacramento, CA, USA | Colorado, USA | North Carolina, USA | Ohio, USA

Remote

Category
Business & Strategy (1)
Required Skills
Data Analysis
Excel/Numbers/Sheets

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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.
  • Have an eye for detail and quality.
  • Have a strong analytical background and be well versed in Google Sheets and Excel functions such as pivot tables and VLOOKUP.
  • Work well independently and collaboratively in a fast-paced environment.
Responsibilities
  • Train, coach, and inspire stylists to provide a best-in-class styling experience for clients.
  • Manage, lead, and inspire Advisors, Senior Stylists, and Stylists to ensure they meet or exceed goals for individual performance, team success, and team morale.
  • Own key metrics and take actions to meet and exceed daily, weekly, and monthly performance metrics.
  • Optimize team performance and design effective training programs to solve complex operational challenges.
  • Own team operational functions including shift scheduling, schedule compliance, box completion, time off and sick time, and timesheet approvals.
  • Provide feedback on team performance and share learnings, insights, and improvement ideas with the founding team.
  • Assess stylist candidates, conduct interviews, and scale the team.
  • Train, coach, and design programs for an engaging onboarding experience.
  • 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.

Short Story is a personal styling service that focuses on petite women (5’4” and under). It curates clothing tailored for smaller frames and delivers selections directly to customers’ homes. Clients try the items, keep what fits, and return the rest, with the company earning money from styling fees plus clothing sales. Unlike broader fashion services, it targets the petite market that is often underserved, offering specialized fit, guidance, and a sense of community. The goal is to make shopping easier and more confident for petite women by providing well-fitting, stylish options and supportive, empowering experiences.

Company Size

51-200

Company Stage

Seed

Total Funding

$130K

Headquarters

San Francisco, California

Founded

2019

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Simplify Jobs

Simplify's Take

What believers are saying

  • The July 2026 site update signals active operations and ongoing customer acquisition.
  • Current merchandising spans sizes 00P-20P, widening addressable demand beyond ultranarrow petite shoppers.
  • The Blank NYC collaboration suggests brand credibility and potential for better supplier access.

What critics are saying

  • Stitch Fix and rental alternatives can copy petite curation and squeeze Short Story's pricing power.
  • The 2026 website still shows no funding, no leadership disclosure, and no external validation.
  • A weak conversion funnel or low repeat cadence kills the box model's economics quickly.

What makes Short Story unique

  • Short Story serves women 5'4" and under, with 00P-20P sizing and petite-specific fit expertise.
  • The service still offers human stylists, $25 fees, free returns, and at-home try-ons.
  • Its 2026 site positions Short Story as a woman-led San Francisco team focused on petite proportions.

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Benefits

Medical, dental and vision benefits

Unlimited vacation

Competitive startup compensation

Opportunity to work with a dedicated and experienced founding team

Company meals & events

Professional development resources

Opportunity to progress rapidly through your career

Growth & Insights

Headcount

6 month growth

2%

1 year growth

0%

2 year growth

1%