AI & Automations Lead

About the Company

At HopSkipDrive, our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation, connecting kids to highly-vetted caregivers on wheels through our marketplace and software.

Responsibilities

• Build and maintain shared infrastructure including secure web app hosting, MCP/API standards, and model selection
• Own the review, tracking, and advisory process for all corporate AI and automation builds
• Partner with AI specialists to identify, scope, and build AI and automation solutions
• Define and maintain secure intake paths for AI and automation requests
• Monitor and manage AI tooling costs and usage thresholds

Requirements

• Minimum of five years in technical operations, IT, or support roles
• Practical expertise in constructing or managing automation pipelines
• Recent experience deploying LLM integrations or advanced AI tools into workflows
• Proven track record building AI integrations using tools like n8n, Workato, or Zapier
• Proficiency in Python, Google Apps Script, or similar scripting languages
• Hands-on experience with prompt engineering, agent design, or MCP servers
• Familiarity with GCP, secrets management, and IAM fundamentals
• Strong ability to influence without authority and communicate risk clearly

Benefits

• Equity stock options
• Flexible vacation
• Medical, dental, vision, and life insurance
• 401(k) and FSA