Senior Software Engineer (TypeScript & Python)

We’re looking for a senior full stack software engineer who loves to build and ship. You’ll design, build, and own features end to end across our HR, payroll, and benefits platform - from technical design through deployment and support - writing clean, well-tested code that holds up in production.

You’ll work closely with product, design, and other engineers to turn complex requirements into simple, reliable software. We use AI tools heavily to move faster, and we expect you to as well - but we hire for engineering judgment first., Build & Ship:

• Design, build, test, and maintain features across the stack, owning them from technical design through production
• Write clean, maintainable, well-tested code and contribute to a healthy, scalable codebase
• Break large problems into shippable increments and deliver them on a predictable cadence

Quality & Reliability:

• Own the reliability of the systems you build - monitoring, debugging, and resolving production issues
• Care about security, performance, and data integrity in a domain where accuracy is non-negotiable
• Help improve engineering practices: testing, code review, CI/CD, and tooling

Collaboration:

• Partner with product and design to scope work, clarify requirements, and propose practical solutions
• Give and receive thoughtful code reviews and technical feedback
• Communicate clearly about trade-offs, progress, and risks with both technical and non-technical partners

How We Build:

• Use AI tools as part of how you build - to accelerate design, coding, testing, and debugging
• Mentor engineers and help raise the bar for the team

Software Engineering, Python Programming/Scripting Language, Small Business, Worker’s Compensation, Safety/Work Safety, Technical/Engineering Design, Software Engineering, Artificial Intelligence (AI), Product Design, Testing, * 5+ years of professional software engineering experience building and shipping production software, preferably in B2B/SaaS

• Expert in TypeScript and Python, with strong command of type systems, application architecture, and API design
• Deep experience with React and modern front-end patterns - component design, state management, performance
• Proficient in SQL and relational database design, with ORM fluency and the judgment to know when to drop to raw queries
• Experience designing, building, and operating web applications and APIs in production
• Strong fluency across the stack, and the ability to move between languages without needing to be told which one to use
• Experience creating and consuming services and data
• Disciplined coding, with a commitment to maintain a team-defined framework/architecture
• Expert at researching bugs and providing effective solutions
• Solid grasp of fundamentals: data modeling, testing, version control, and CI/CD
• You use AI tools (Claude Code, Cursor, Codex, etc.) as part of how you build

Nice to have

• Experience in HR tech, payroll, benefits, fintech, or other complex, data-heavy domains
• Experience with C#/.NET. Our established platform is .NET, and youll interact with it
• Experience with Next.js or Vite
• Experience with Vue.js or other common JS libraries and frameworks
• Experience taking a codebase from low to high test coverage
• Experience with Agile methodologies and tools

• Competitive Salary
• Health insurance 100% paid by employer (for both employee and family!)
• Additional voluntary supplemental benefits including dental, vision, life insurance, disability, accident, critical illness, etc.
• 401(k) with company match
• Paid holidays
• Paid time off

About Helpside

Helpside is the HR department for small businesses that dont have one - payroll, benefits, HR, safety, and workers comp, handled by people who do nothing else.

We serve small and mid-sized businesses across the U.S. Today we run more than $1B in annual payroll for more than 1,000 companies and tens of thousands of their employees.