About the Role You are the guardian of our source of truth. Alice runs on a stack of 25+ interconnected SaaS tools, Salesforce, HubSpot, NetSuite, Workato, Gong, Outreach, IronClad, Okta, and more, and when that stack misfires, every team in the company feels it. Your job is to make sure it doesn’t. But ownership isn’t just maintenance. As we scale our GenAI capabilities across the company, the quality of our core systems becomes the foundation everything else is built on. You’ll be the one who ensures that when our GenAI Builder, our RevOps team, or our Finance team needs data, it’s clean, current, and accessible. You’re not a systems administrator. You’re the person who decides alongside with the business opener what the core stack looks like, how it grows, and how to build our agentic layer on top of it. You’ll manage a small team alongside a curated bench of specialized freelancers and subcontractors for deep technical work, and you’ll be the escalation point when things break. You report directly to the CFO. What You’ll Own Core Stack Administration • Own the full tech stack: GTM (Salesforce, HubSpot, Outreach, Gong, ZoomInfo, Seismic), Finance (NetSuite, Stripe, Mesh, Opstream, Dokka, Expensify), Operations (JIRA, Notion, IronClad), and Infrastructure (Okta, Workato, Slack, Google Analytics) some of the tools will be co owned with IT • Ensure data integrity, system reliability, user access governance, and documentation across all platforms • Manage vendor relationships, license renewals, and cost optimization across the portfolio Integration Layer • Own all integrations, with Workato as the primary orchestration platform • Maintain and improve existing integrations • Rationalize complex workflows; eliminate automations that create more problems than they solve • Provide the GenAI Builder with clean, reliable data pipelines as a foundation for AI solutions External Resource Management • Build and maintain a bench of freelancers for