Staff Software Engineer

Upside is a software consultancy built by engineers, for engineers. We partner with global companies to solve real, complex technical challenges. We’re deep into Applied AI and R&D, building both production-grade platforms for clients and our own open-source tools like Enthusiast (Agentic AI framework).

Requirements

• 7+ years of building web applications, with 2+ years in a leadership role (Tech Lead or similar)
• Deep mastery of Python
• Architectural Depth: Proven ability to oversee complex, asynchronous, and distributed systems
• Consulting: Exceptional ability to balance technical depth with business context
• AI-Native: You treat AI tooling (Claude, Cursor, and others) as a core part of your workflow, not a novelty - and you know how to multiply team velocity with it

Benefits

• Built for the long run
• Small teams, real accountability
• Mission-critical work
• Real Ownership
• No Micromanagement
• Collaborative R&D
• Growth through challenges
• Applied AI as a first-class discipline
• The tools you want
• Transparent progression path