Technical Operations Generalist (AI)

TL;DR

Technical Operations Generalist (AI): Supporting and evolving the internal tooling ecosystem for customer operations with an accent on API integrations and automation. Focus on translating operational problems into technical solutions and improving system reliability across the operational stack.

Location: Remote (Must be based in the US)

Salary: $70,000 – $100,000

Company

App-based marketplace connecting healthcare professionals with workplaces to provide essential care across the U.S.

What you will do

• Execute high-priority tooling and automation initiatives across the operational stack.
• Build and iterate on workflows, integrations, and automations to improve day-to-day efficiency.
• Support and improve systems across multiple tools, including support platforms and AI-driven solutions.
• Translate defined operational problems into practical, well-scoped technical solutions.
• Troubleshoot issues, improve system reliability, and ensure tools perform effectively in production.

Requirements

• Must be based in the United States
• Technical fluency with APIs, integrations, and automation tooling.
• Strong systems thinking to understand how tools, workflows, and dependencies connect.
• Execution discipline to drive defined problems through to completion with high quality.
• Ability to translate loosely scoped problems into well-structured solutions.

Nice to have

• Experience working with support platforms such as Zendesk.
• Familiarity with AI-driven tools and automation workflows.
• Background in Ops, Support, or CX environments.
• Experience working with evolving or fragmented tooling stacks.

Culture & Benefits

• Remote-first work environment.
• Opportunity to work at a profitable, high-growth Y-Combinator company.
• Mission-driven culture focused on uplifting communities and healthcare stability.

Hiring process

• Application and Case Study.
• Case interview and interviews with the Head of Core Services and Head of Operations.
• Final culture interview with executive leadership.