Senior Software Engineer - Python/Typescript

SpotOn • Chicago, IL

1d

About The Position

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. The Role: Builder, Not Bureaucrat 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-step business processes autonomously — with the guardrails and error handling required for production use in a fintech environment. You build systems that people trust because they work reliably, not because someone mandated adoption. Measure everything. You define the metrics that matter: hours recovered, error rates reduced, cycle times compressed, operational throughput gained. You report impact in business terms. "We automated X and saved Y hours per week" is the language you speak. If something isn't delivering value, the data tells you before anyone else. Evangelize by shipping, not by presenting. Your most persuasive argument is a working system, not a slide deck. You turn skeptics into believers by showing them their own time savings. You build systems that make the whole ops org better, not just your team.

Requirements

• 7+ years of professional software engineering experience
• Strong proficiency in Python and TypeScript/JavaScript
• Full-stack capability spanning backend services, APIs, and frontend interfaces.
• 1–2+ years working deeply with LLMs and AI agents in production
• Built multi-agent or agentic workflows — task decomposition, agent specialization, orchestration, error recovery.
• Hands-on with AI coding tools daily — Claude Code, Cursor, GitHub Copilot, Windsurf, or similar.
• Comfort working directly with non-technical stakeholders.

Nice To Haves

• Familiarity with Salesforce platform development (Apex, Lightning, APIs)
• Experience building custom AI orchestration layers or multi-agent systems for business process automation.
• Background in CI/CD pipeline design and cloud infrastructure (AWS, GCP, or Azure).
• Prior experience in ops automation, business process reengineering, or internal tooling at a fast-growing company.

Responsibilities

• Own business automation end-to-end.
• Partner directly with operations, sales, and customer support teams to identify workflow bottlenecks and manual processes ripe for automation.
• Discover the problem, scope the solution, build it, deploy it, and measure the impact.
• Design and ship AI-driven systems that replace manual labor.
• Build agentic workflows and orchestration layers that handle complex, multi-step business processes autonomously — with the guardrails and error handling required for production use in a fintech environment.
• Define the metrics that matter: hours recovered, error rates reduced, cycle times compressed, operational throughput gained.
• Report impact in business terms.
• Build systems that make the whole ops org better, not just your team.

Benefits

• Medical, Dental and Vision Insurance
• 401k with company match
• RSUs
• Paid vacation, 10 company holidays, sick time, and volunteer time off
• Employee Resource Groups to build community and inclusion at work
• Monthly cell phone and internet stipend
• Tuition reimbursement for up to $2,000 per calendar year to assist with your professional development

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed