Principal Technologist Office of the CTO

Clover Health
USA
Posted Mar 31, 2026
We're hiring a Principal Technologist into the Office of the CTO. This is a hands-on problem-solver role for someone who can walk into any room in the company, listen to what's broken, and ship a working solution '€” not a perfect one, but a good one that gets people moving. While the CTO and CEO are building the long-term technical and strategic vision and drive the company's most transformative initiatives, your job is to handle everything that would otherwise pull them off that focus. Business stakeholders have real problems that need real solutions now '€” not in six months when the grand architecture is ready. You are the person who listens, scopes the pragmatic path, and builds the thing that gets them through it. You build the bicycle, not the race car. This is not a managerial or bureaucratic role. You ship software. You build lightweight applications, automations, integrations, and workflows that solve real operational problems. You are technical, you are pragmatic, you are allergic to red tape, and you know when good enough is exactly right. You are also a counterweight. When leadership is tempted to overengineer a solution or boil the ocean, you're the voice that says: not yet. Let me get this to decent. You come back later and make it great. You have the judgment and discipline to build interim solutions that don't become permanent technical debt. As a Principal Technologist, Office of the CTO, you will:
      • Be the CTO and CEO's technical complement. Handle the problems, conversations, and stakeholder relationships that would otherwise consume their time and attention.
      • Listen to business stakeholders '€” operations leaders, department VPs, cross-functional partners '€” understand their pain, and scope pragmatic solutions. You are effortlessly approachable and people trust you to help.
  • Ship working solutions '€” sometimes personally, sometimes by marshaling the right engineers, analysts, or vendors across the department. You know when to build it yourself an

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