Shipping High-Impact AI Workflows – Design, build, and deploy AI-powered workflows, customer experiences or internal tools that are actively used by business teams and tied to measurable operational or revenue impact.
Delivering Measurable Efficiency Gains – Reduce manual work, turnaround time, or error rates in targeted workflows, resulting in documented time savings or cost reduction.
Establishing Practical AI Standards & Guardrails – Implement monitoring, documentation, fallback logic, and quality controls to ensure AI systems are reliable and trustworthy.
Driving Adoption Across Teams – Partner with cross-functional stakeholders to ensure tools are adopted, understood, and continuously improved based on real feedback.
Providing Leadership Visibility into Impact – Report clear metrics on usage, performance, and ROI of AI systems deployed.
Help define what this role looks like at Cubby—there's no playbook yet
Requirements
4+ years experience building and shipping production systems, automation, or internal tools
Ability to integrate APIs, data systems, and modern AI tooling
Experience applying LLM-powered workflows or AI systems in real-world environments
Comfort building with AI-assisted development tools (Claude, Copilot, Cursor, etc.)
Strong product instincts and the ability to connect technical work to business outcomes
Comfort operating in ambiguous environments without detailed specs
A bias toward shipping solutions and iterating quickly
Ideally you also have…
A passion for exploring and implementing modern AI approaches such as prompt engineering, agents, or automation workflows
Background in highly regulated spaces like healthcare and financial services
Experience building product in early-stage startups or high-ambiguity environments
Benefits
Compensation: At Cubby, we reward great performance with clear, motivating compensation. We believe in aligning incentives and sharing wins.
Total Comp for this Role: $150,000-180,000
Base Salary: $136,000-164,000
Performance Bonus: Up to 10% of your base salary if targets are hit
Stock Options
Equity Ownership
Health, Dental, and Vision Insurance
Unlimited PTO & Sick/Wellness Hours
12 paid holidays, a paid Volunteer Day and a Powder Day
401k with a company match
Hybrid Work Model: Monday-Wednesday in the office, optional work from home Thursday-Friday
Mac, standing desk, and high-end accessories at the office + a work-from-home stipend to purchase equipment needed for home offices
Paid parking
Annual staff retreat
Stocked kitchen and bimonthly team lunches in our beautiful Denver HQ
Growth opportunities at a start-up with a life-changing mission