Clover Health

Principal Technologist, Strategic Initiatives

Clover Health

full-time

Posted on:

Location Type: Remote

Location: United States

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Salary

💰 $195,000 - $315,000 per year

Job Level

About the role

  • Fully accountable for your initiative's outcomes. Own the product strategy, technical strategy, and delivery.
  • Translate high-level goals into concrete work streams with clear milestones and metrics that connect operational progress to financial impact.
  • Drive system design, technology selection, and architecture decisions, including AI-forward systems. Make pragmatic tradeoffs between speed and durability, holding the line on engineering quality while keeping velocity high.
  • Own delivery personally. Pull in engineers, data analysts, and other specialists as needed, but you are the one building — not managing the building of — your initiative's systems.
  • Become your initiative's subject matter expert. Go deep on the business domain, user needs, operational workflows, and data landscape. Influence across teams through clarity and the expertise you cultivate.
  • Design experiments, define success criteria, and use data to guide product and technical tradeoffs. Make progress legible to leadership as a byproduct of your methodology.

Requirements

  • Proven engineering experience and product judgment, having operated as a tech lead, staff engineer, or senior PM with deep technical fluency.
  • Shipped complex programs or products end-to-end — not just advised on them or managed parts of them. Owned outcomes, not just deliverables.
  • Recent, hands-on experience with AI/LLM systems: building, shipping, or operating AI-backed features, agentic workflows, or ML-driven products. Opinions about where the field is going.
  • Technically strong: comfortable with system design, distributed systems, data pipelines, and cloud infrastructure. Able to hold own in architecture discussions and make sound technical tradeoffs.
  • Fluent in data and have used data and experimentation to make product and engineering decisions.
  • Thrive in ambiguity. When no playbook exists, build one. When priorities conflict, force-rank them. When coordination breaks down, fix it.
  • Do not need positional authority to lead. Earn trust and create alignment through clarity, quality, and velocity.
Benefits
  • Financial Well-Being: Our commitment to attracting and retaining top talent begins with a competitive base salary and equity opportunities. Additionally, we offer a performance-based bonus program, 401k matching, and regular compensation reviews to recognize and reward exceptional contributions.
  • Physical Well-Being: We prioritize the health and well-being of our employees and their families by providing comprehensive medical, dental, and vision coverage. Your health matters to us, and we invest in ensuring you have access to quality healthcare.
  • Mental Well-Being: We understand the importance of mental health in fostering productivity and maintaining work-life balance. To support this, we offer initiatives such as No-Meeting Fridays, monthly company holidays, access to mental health resources, and a generous flexible time-off policy. Additionally, we embrace a remote-first culture that supports collaboration and flexibility, allowing our team members to thrive from any location.
  • Professional Development: Developing internal talent is a priority for Clover. We offer learning programs, mentorship, professional development funding, and regular performance feedback and reviews.
  • Additional Perks: Employee Stock Purchase Plan (ESPP) offering discounted equity opportunities, reimbursement for office setup expenses, monthly cell phone & internet stipend, remote-first culture, enabling collaboration with global teams, paid parental leave for all new parents, and much more!
Applicant Tracking System Keywords

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

Hard Skills & Tools
system designdistributed systemsdata pipelinescloud infrastructureAI systemsLLM systemsmachine learningproduct strategytechnical strategyengineering quality
Soft Skills
leadershipinfluenceclarityproblem-solvingadaptabilitytrust-buildingalignmentcommunicationdecision-makingcollaboration