AI & Automations Lead

HopSkipDrive

AI & Automations Lead at HopSkipDrive leading shared infrastructure and automation for AI capabilities. Collaborating across teams to build secure AI solutions for children's transportation services.

Posted 6/30/2026full-timeRemote • Arizona, California, Colorado, Connecticut, District of Columbia, Florida, Illinois, Kansas, Maryland, Massachusetts, Minnesota, Missouri, Montana, Nevada, New Jersey, New Mexico, New York, North Carolina, Oklahoma, Oregon, Pennsylvania, South Carolina, Tennessee, Texas, Utah, Virginia, Washington, Wisconsin • 🇺🇸 United StatesSenior💰 $120,000 - $145,000 per yearWebsite

Tech Stack

Tools & technologies

CloudGoogle Cloud PlatformPython

About the role

Key responsibilities & impact

Build and maintain shared infrastructure: secure web app hosting infrastructure, MCP/API standards, secret/key management, model selection, guardrails, and a centralized pattern library that all builders across the organization can pull from.
Own the review, tracking, and advisory process for all corporate AI and automation builds — MCP servers and tool configurations, Claude Skills, API integrations, and agentic workflows — before deployment.
Partner directly with AI specialists across departments to identify, scope, and build AI and automation solutions that meet high standards for cost, security, and scalability security before they ship.
Define and maintain the secure intake path for AI and automation requests across the organization, replacing ad-hoc builds and shadow IT with a governed, cost-effective, and scalable process.
Contribute to the organization’s AI cost efficiency by monitoring, alerting, and setting thresholds on AI spend across usage-based tools and platforms.

Requirements

What you’ll need

Candidates must possess a minimum of five years in technical operations, IT, or support roles, emphasizing systems integration, automation, and workflow optimization.
Proven track record building and shipping AI integrations and automation workflows using tools such as n8n, Workato, Zapier, or comparable platforms, with comfort in Python, Google Apps Script, or similar scripting languages.
Hands-on experience with large language model tools in a business context — prompt engineering, agent design, Claude Skills, MCP servers, or API integrations — and a practical understanding of where these systems can go wrong, including prompt injection, data exposure, and over-scoped access.
Familiarity with cloud infrastructure, particularly GCP, including secrets management, IAM fundamentals, and secure-by-default hosting patterns.
The ability to influence without authority across all levels of the organization.
Clear, structured communication when it comes to risk.

Benefits

Comp & perks

equity
flexible vacation
medical insurance
dental insurance
vision insurance
life insurance
401(k)
FSA
opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential.

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

AI IntegrationAutomation WorkflowSystems IntegrationPrompt EngineeringAPI IntegrationMCP ServersSecret ManagementWorkflow OptimizationGoogle Apps ScriptCost Efficiency Monitoring

Soft Skills

Clear CommunicationInfluencing Without Authority