SpotOn
Senior Software Engineer - Python/Typescript
Chicago, IL · Senior
No sponsorship$160k-$190kDetected 8 days ago
JavaScriptTypeScriptPythonBackend DevelopmentFull-Stack DevelopmentGitAWSGCPAzureCloud PlatformsCI/CDGitHub ActionsRESTMachine LearningLLMsAgentic AILangGraphAI OrchestrationJiraSalesforceCustomer SupportResearchLeadershipCommunication
About the role
- 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.
Responsibilities
- 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.
- 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.
- You turn skeptics into believers by showing them their own time savings.
- Employee Resource Groups to build community and inclusion at work
Requirements
- 7+ years of professional software engineering experience - you understand how engineering and business systems actually work at scale, not just how AI demos work.
- Strong proficiency in Python and TypeScript/JavaScript - you can build production systems in both.
- 1-2+ years working deeply with LLMs and AI agents in production - not side projects, not hackathons.
- You can speak to failure modes, cost optimization, prompt engineering patterns, and model selection trade-offs from experience.
- You've worked with Claude Code, LangGraph, CrewAI, AutoGen, or custom agent frameworks at a level where you can articulate why you chose one approach over another.
- You have a personal workflow that makes you measurably faster and you can teach it to others.
- Comfort working directly with non-technical stakeholders.
- You have a healthy skepticism forged by real experience.
- Work authorization in the U.S. is required.
Nice to have
- Familiarity with Salesforce platform development (Apex, Lightning, APIs) - we have significant Salesforce surface area and someone who can automate within it is extremely valuable.
- Prior experience in ops automation, business process reengineering, or internal tooling at a fast-growing company.
- You are not "AI-interested." You are AI-obsessed in the productive sense:
- You have opinions on which models are best for which tasks and you update those opinions as the landscape shifts.
- You prototype in hours, not days.
- You can go from "I think we can automate this" to a working POC before end of day.
- You refine ruthlessly after.
- You see a manual business process and your brain immediately starts decomposing it into automatable steps.
Skills
- Named the #1 Restaurant POS by G2 (Summer 2026), based on ratings from real users
- Rated the top-rated point-of-sale (POS) for restaurants, bars, retail, and small businesses by Capterra users
- Awarded Great Places to Work and Built In's Best Workplaces for multiple years running
Compensation
- Our base pay range starts at $160,000 -$190,000/year for this role
- Please note the salary range listed is just one component of a competitive compensation package which includes a company stock plan
Benefits
- We can't take care of our clients without taking care of our employees first, and that's why we invest in you with a competitive benefits package which includes:
- Medical, Dental and Vision Insurance
- Paid vacation, 10 company holidays, sick time, and volunteer time off
- Monthly cell phone and internet stipend
- Tuition reimbursement for up to $2,000 per calendar year to assist with your professional development
- Bonus points if AI agents were a core part of the solution - and you can tell us where they worked, where they broke, and what you learned.
Company info
- We are not interested in AI-generated slop.
- At SpotOn, we put people above everything else.
- We're known for our innovative software and technology solutions, but we stand out because of the hard-working humans behind the tech.
Visa & Work Authorization
- Work authorization in the U.S. is required.
This listing is sourced directly from SpotOn's careers page and normalized into a canonical job model.