Senior Software Engineer, Back-End (Remote Canada)

Short Story

$100K — $130K *
US-AnywhereRemote in Canada
Information Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of software development experience
  • 2+ years of Python experience
  • Strong understanding of data structures and algorithms
  • Familiarity with infrastructure, monitoring, and CI/CD practices
  • Experience with Python web frameworks, testing frameworks, Docker, and relational databases like Postgres
  • Commitment to clear communication and documentation
  • Proven ability to design stable and scalable APIs

Responsibilities

  • Design, build, and maintain backend services for core business workflows
  • Own projects from initial design through production and iteration
  • Create clear and stable APIs and data models
  • Collaborate across systems to tackle complex, interconnected challenges
  • Make informed choices regarding speed, scalability, and maintainability
  • Enhance system reliability through effective monitoring and debugging
  • Contribute positively to engineering standards, code reviews, and documentation

Benefits

  • Generous Paid Time Off
  • Comprehensive health, vision, and dental care
  • 401k with company match (US)
  • Flexible work options: in-person in San Francisco or remote in US/Canada
  • Employee discount on merchandise
  • Opportunity to work at a Y-Combinator backed startup with a strong founding team
Full Job Description
Senior Software Engineer, Backend

What happens when your business model breaks the assumptions most e-commerce platforms were built on?

You build your own.

At Short Story, we're rethinking how online shopping works: from inventory and logistics to personalization and fit, because the standard playbook doesn't work for our customers. That means building systems that don't fit neatly into existing patterns.

If you're excited by designing systems from first principles and working on problems without obvious answers, you'll feel at home here.
About the Team

You'll be part of a fast-moving engineering team building the systems that power our customer experience, warehouse operations, and data platform. We value engineers who take ownership, move quickly, and are comfortable figuring things out as they go.
The Role

As a Senior Backend Engineer, you'll design and build the services that power our core workflows, from order processing to logistics and internal operations.

You'll own meaningful parts of the system end-to-end, making decisions about data models, APIs, and system behavior. You'll work closely with product, frontend, and operations to ensure what we build is reliable, scalable, and actually solves the problem.
What You'll Do
  • Design, build, and maintain backend services that power core business workflows
  • Own projects end-to-end, from early design through production and iteration
  • Design APIs and data models that are clear, stable, and easy to work with
  • Work across systems (orders, inventory, logistics, data) to solve complex, interconnected problems
  • Make thoughtful tradeoffs between speed, scalability, and maintainability
  • Improve system reliability through monitoring, testing, and debugging
  • Contribute to engineering standards, code reviews, and documentation
Must Haves:
  • 5+ years of software development experience, 2+ Years of Python experience
  • 5+ years of experience with data structures and algorithms
  • Familiar with infrastructure, monitoring, and CI/CD practices
  • Familiar with the following technologies:
    • A Python web framework
    • Testing frameworks
    • Containerized workloads (Docker)
    • Relational database (Postgres preferred) and SQL
  • Focus on communication and documentation
  • Experience designing stable, scalable, and well-documented APIs
Preferred qualifications:
  • Test-driven development (TDD) experience
  • Tech Lead for an engineering team of 3+ people
  • Proven track record running large-scale distributed systems
  • Worked in sprint-based environments
Compensation & Benefits:
  • Generous Paid Time Off
  • Comprehensive health, vision, and dental care
  • 401k with company match (US)
  • Either in-person in San Francisco, or remote in US or Canada
  • Employee discount on merchandise
  • Opportunity to work at a Y-Combinator backed startup with a dedicated and experienced founding team

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