Principal Software Engineer, Ollie

• This position is great for you if you are a curious, collaborative, and open-minded engineer
• You have built and used many APIs before, and know the pitfalls and challenges involved with supporting and scaling them in the real world
• You are someone who loves programming and is passionate about making a better product
• You use AI tools to boost your productivity and knowledge while maintaining strict quality control over its outputs
• You enjoy delivering reliable, performant, well-tested code that powers all your clients!
• You have 7+ years of professional experience building applications in a Python framework (Django, Flask, etc.)
• You have 10+ years of experience building API systems, including technologies such as REST, OAuth2 and integrations with 3rd party services using REST APIs and JSON
• You have an understanding and professional experience working in a Javascript frontend framework (React, Angular, Etc.)
• You have an understanding of and professional experience using a relational database (PostgreSQL, MySQL, etc.) including SQL language
• You have strong technical knowledge and deep understanding of time/maintainability/quality trade-offs
• You have experience writing unit tests
• You have experience with using version control (git, svn, etc.)
• You have excellent communication & collaboration skills
• You have experience using AI models and tooling (Claude code, Cursor, etc)
• You’re a self-starter, positive and excited to work with a small dedicated team
• You are passionate about using technology to streamline business processes

Desirable

• Ollie is seeking a Principal Software Engineer, within our Core Platform team, who thrives in a small team and is excited to learn from teammates in a collaborative environment
• Design, build, and maintain APIs, interfaces, and technical infrastructure that power Ollie’s subscription platform
• Contribute to all stages of the software development lifecycle- from planning to implementation, deployment, and maintenance
• Collaborate closely with engineers and product managers in an agile environment to deliver high-quality, impactful features
• Develop and integrate 3rd-party services to enhance functionality and improve the customer experience
• Write reliable, performant, and well-tested code that scales with our growing business
• Continuously improve existing systems through refactoring, performance optimization, and automation
• Participate in code reviews, knowledge sharing, and technical discussions to uphold best practices and foster team learning
• Troubleshoot production issues and help maintain a stable and resilient platform
• Stay curious- explore new tools, technologies, and techniques to improve developer experience and product quality