---
title: 'Senior Technical Designer - Tops & Dresses at Short Story'
canonical: 'https://feeny.ai/job/senior-technical-designer-tops-dresses-short-story-san-francisco-nbygkhhkrmz6'
type: 'job'
last_seen: '2026-09-09'
---

# Senior Technical Designer - Tops & Dresses at Short Story

- **Company:** Short Story
- **Location:** San Francisco, CA
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-05-16
- **Last confirmed live:** 2026-09-09
- **Apply:** https://jobs.ashbyhq.com/shortstory/8d5e414f-6a0d-4821-b84c-375d4e8934f0

## Job description

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 leading 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.

The Role:

We are seeking a Senior Technical Designer, Tops & Dresses to lead fit excellence and technical development for our Tops and Dresses categories, ensuring every garment delivers best-in-class fit, consistency, and quality for petite clients. This role sits at the center of product creation - owning the technical fit process from concept through production. You will partner cross-functionally with Design, Merchandising, Product Development, and global vendor teams to translate creative vision into technically sound, production-ready garments. The ideal candidate is solution-oriented, proactive, and thrives in a fast-paced, deadline-driven environment.

Location: This role is based onsite at our headquarters in San Francisco, CA.

Responsibilities:

- Manage the end-to-end fit process from first fit through bulk production
- Oversee the development of block patterns and spec library to achieve consistent fit for your product categories carrying out seasonal product reviews
- Develop and maintain Tech Packs throughout the product creation process. Ensuring detailed fit comments are created for Vendors domestic and offshore
- Manage weekly fit sessions for your product categories
- Analyze best and worst sellers for your product categories, driving continuous fit improvements
- Manage time and actions. Ensure products are approved on time to meet delivery deadlines
- Support with building out Technical Design Tools and driving key fit initiatives
- Vendor Management and tracking monthly fit metrics
- Collaborate across design, merchandising, and product development to refine style and fit (especially balancing comfort and proportions for petites)

Qualifications:

- Bachelor’s degree in relevant field, or equivalent professional experience
- 8+ years of experience in Women's Tops and Dresses technical design with strong category specialization
- 5+ years of experience in patternmaking
- A solid understanding of Petite Fit and grading.
- Mastery of 2D Pattern Software, Google Sheets, Adobe Illustrator
- Experience working with factories directly (overseas and domestic) and resolving real-world production challenges

## KEY SKILLSETS:

- Impeccable attention to detail required when creating and reviewing technical specifications
- Analytical Thinking: Ability to diagnose fit and construction issues quickly, propose actionable solutions, and iterate effectively
- Clear Communication: Skilled in conveying technical feedback clearly to both creative teams and factory partners across time zones
- Customer-Centric Mindset: Passionate about delivering exceptional product fit and functionality for Petite clients, with empathy for their unique needs
- Time & Project Management: Capable of managing multiple styles, calendars, and deliverables without compromising accuracy or quality
- Strong communicator who can thrive in a scrappy startup environment

Why This Role:

Most TDs spend their careers guessing. You fit a sample, send it to production, and find out months later whether it worked. This role is different.

You'll work directly with a live customer feedback system that tells you in real time how actual petite women are experiencing the fit you built. That feedback loop informs every iteration. You'll see the full arc from technical decision to customer outcome faster than anywhere else in the industry. Here, you work with a focused team where your fit calls have direct, visible impact on what ships and how customers feel wearing it.

Compensation & Benefits:

- Actual compensation for this position may vary based on skills, experience, and business needs
- Comprehensive compensation package including medical, dental, and vision benefits
- 401k with company match
- Flexible PTO policy & paid holidays
- Catered lunch on Fridays and company events
- Employee discount on merchandise
- Opportunity to work at a Y-Combinator backed startup alongside a dedicated and experienced founding team

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.

## About Short Story

## Company Overview
- **One-liner**: Short Story is a tech-powered personal styling service exclusively for petite women (5’4” and under), delivering curated clothing boxes with expert fit and style.
- **Entity Type**: Private (Seed stage; $3.0M total funding)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2019
- **Founders**: Isabella Sun (CEO) & Samuel Hoffstaetter (CTO) [linkedin.com, theorg.com]

## Core Business
- **Primary industry**: Retail Apparel and Fashion (direct-to-consumer e‑commerce)
- **Target customers**: Petite women (5’4” and under) seeking clothing that fits without alterations – primarily B2C.
- **Mission statement**: “Remove the ‘ugh’ from the shopping equation so you can dress with effortless confidence” – celebrating petite women through modern, accessible styling. [my.shortstorybox.com/about-us]

## Products & Services
- **Personal Styling Box (subscription)**: Customers complete a detailed style quiz; a human stylist (supported by data) selects 4–5 clothing items tailored to petite proportions. Members purchase what they like and return the rest. [shortstorybox.com, jobs.ashbyhq.com]

## Market Standing
- **Valuation/Market Cap**: Not publicly available (private company)
- **Key Metric**: Total funding of $3.0M (Seed round of $2.9M in Sep 2021; pre‑seed in 2019) [linkedin.com]
- **Notable Investors/Partners**: 9 investors in the 2021 seed round (names not disclosed in search results); partners include logistics providers (e.g., ShipBob talent source). [linkedin.com]
- **Growth Signals**:
  - 87 employees as of mid‑2025 — +32.3% year‑over‑year growth. [linkedin.com]
  - Active job postings up +63.2% yearly; 31 open roles at time of research. [linkedin.com]
  - Expanded to a second warehouse and operates in 5 countries (US, Canada, Philippines, India, Turkey). [linkedin.com]
  - Featured by Fortune (2022) and KTLA (2021). [linkedin.com]

## Competitive Advantages
- **Underserved niche**: Focuses exclusively on petite women (nearly half of US women are 5’4” or under) – a segment often ignored by mainstream retailers.
- **Data + human touch**: Combines rapid customer feedback loops, fit data, and personal stylists to continuously improve fit and curation – “engineering a better retail model”. [linkedin.com]
- **Woman‑led team**: Founder/CEO Isabella Sun and a majority of the leadership team are women who intimately understand the problem, building trust and authentic brand connection. [my.shortstorybox.com/about-us]
- **Proprietary fit expertise**: Developed internal petite‑specific sizing insights and product development processes, making returns and alterations less frequent.

## Strategic Focus
- **Scaling operations**: Recent warehouse launch and headcount growth signal investment in fulfillment capacity to support increasing demand.
- **Tech‑enabled personalization**: Continued investment in data‑driven styling tools and rapid feedback loops to refine product selection and fit. [linkedin.com]
- **Talent acquisition**: Actively hiring across engineering, styling, merchandising, and operations, with a notable uptick in remote roles (e.g., Senior Software Engineer – Back-End, Remote Canada). [linkedin.com, jobs.ashbyhq.com]

## Why Work Here
- **Culture**: Described as “a team of builders and problem solvers” who “move fast, test relentlessly, and build with empathy.” The environment is entrepreneurial and impact‑focused. [my.shortstorybox.com/careers]
- **Remote/Hybrid Policy**: Several engineering roles are fully remote (US/Canada), while styling and fulfillment roles have specific location requirements. [linkedin.com]
- **Growth opportunity**: The company is in an aggressive growth phase (headcount +32% YoY, job postings +63%) – early‑stage employees can wear many hats and shape the company’s trajectory.
- **Mission‑driven**: Employees directly serve a passionate, underserved community – “making an impact on real lives.” [my.shortstorybox.com/careers]
- **Engineering note**: A lean technical team (3% of employees in technical roles) means high ownership and visibility for engineers; recent openings for Senior Full‑Stack and Back‑End roles. [linkedin.com]

## Sources
1. [Short Story Careers Page](https://jobs.ashbyhq.com/shortstory)
2. [Short Story About Us](https://my.shortstorybox.com/about-us)
3. [Short Story Careers](https://my.shortstorybox.com/careers)
4. [Short Story LinkedIn](https://www.linkedin.com/company/shortstorybox)
5. [Short Story Org Chart (The Org)](https://theorg.com/org/short-story)

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