Senior Software Engineer (Python/Typescript)

Company: SpotOn

Location: Chicago, Illinois, United States {{REMOTE}}

Salary: $160k - $200k per year

Type: Full-time

Posted: 2026-05-22

About this role

  • Our operations, sales, and customer support teams run on workflows that were designed for humans — and many of them should no longer be
  • Manual handoffs, repetitive processes, slow queues, and duct-taped integrations are costing us speed, accuracy, and money
  • We’re hiring a Senior AI Engineer to fix that
  • Your job is simple to describe and hard to do: find the inefficiencies across our business operations and replace them with AI-driven systems that are faster, smarter, and scalable
  • You’ll work directly with ops, sales, and support stakeholders, understand their pain points firsthand, and build the automation that eliminates them
  • One week you might be streamlining a customer support triage workflow; the next, you’re building an agentic pipeline that handles a multi-step process currently requiring a team of people and days of turnaround
  • This is a high-autonomy, high-impact IC role
  • You won’t have someone writing detailed specs for you
  • You’ll get a business problem, dig into it, architect a solution, and ship it
  • We need someone who’s been deep in AI-assisted development for years — not just prompting models, but building real orchestration layers, integrating agentic workflows into production, and producing code that’s disciplined and reviewable
  • We are not interested in AI-generated slop
  • You are the person who walks into a room, hears someone describe a painful manual process, and walks out knowing exactly how to automate it
  • You will:
  • Own business automation end-to-end
  • You partner directly with operations, sales, and customer support teams to identify workflow bottlenecks and manual processes ripe for automation
  • You don’t wait for a product manager to write you a spec
  • You discover the problem, scope the solution, build it, deploy it, and measure the impact
  • Design and ship AI-driven systems that replace manual labor
  • These aren’t chatbot wrappers
  • You’re building agentic workflows and orchestration layers that handle complex, multi-st...

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