Job Specifications
About CoverTree
CoverTree is a venture-backed insurtech MGA building modern insurance infrastructure for the 24 million Americans who live in more than 9 million manufactured homes. It is one of the largest housing categories in the country with strong demand, expanding portfolios, and a clear need for modern insurance and data systems. We operate in more than 15 states, serve tens of thousands of customers, work with major operators across the US, and are backed by more than 30M from leading venture and strategic investors.
Through our work across operators, residents, and partners, we have identified a major platform opportunity on the lender and servicing side. This requires new workflow technology, automation, and intelligence at national scale. Combined with our efforts to modernize underwriting, rating, compliance, and internal operations, the next chapter of our platform will be deeply AI driven. This role will be an early and foundational part of the broader AI team now being built at CoverTree.
About the Opportunity
This is a high-ownership, hands-on engineering role reporting directly to the CTO. You will build applied AI systems that power both external platform integrations and internal operational workflows. You will work on:
• Intelligent extraction and interpretation of PDFs, images, emails, and insurance documents
• Automated verification and normalization pipelines for structured and unstructured data
• Workflow automation for lender-connected and partner-facing systems
• AI-powered tools for underwriting, rating, compliance, and operations
• Internal automation that reduces manual review and accelerates decision-making
• Evaluation sets, monitoring, and quality guardrails for reliable output
Your work will support production systems used across states, portfolios, underwriting teams, and partner ecosystems.
Who Thrives in This Role
We are looking for someone who has shipped AI or automation systems where reliability and accuracy matter. You will excel here if you:
• Have delivered applied LLM or automation features in production
• Have experience with unstructured document processing and extraction pipelines
• Have worked in regulated or accuracy-critical environments such as fintech, lending, insurance, health, or compliance
• Operate well with ownership and minimal management layers
• Can turn complex workflows into consistent, scalable automation
• Know how to design evaluation sets, fallbacks, and monitoring to keep AI components dependable
• Communicate clearly and collaborate effectively across engineering, product, and operations
Strong bonus if you have been early AI talent at a growing company and have built AI systems that support enterprise workflows.
Why Join CoverTree
• You will help build the intelligence layer for modern lender integrations, underwriting systems, and insurance workflow automation.
• You will be an early member of the AI function at CoverTree and help shape its direction and standards.
• You will work directly with founders and influence core platform architecture.
• Your work will support national customers, partners, and internal teams from your first day.
• You are joining at the right moment. We have scale, capital, and a well-defined opportunity that needs to be built now.
• You will contribute to modernizing the insurance infrastructure supporting one of the most important paths to homeownership in America.
This role requires relocation to Los Angeles, CA. Candidates may begin remotely for a short transition period, but long-term presence in Santa Monica is required.
How to Apply
Apply directly on LinkedIn jobs or email div@covertree.com with the subject line “Senior Applied AI Engineer”. We look forward to connecting with exceptional builders!
About the Company
CoverTree Inc is a P/C Insurtech MGA focused on middle America and specialty insurance lines. We believe manufactured home insurance should be easy, modern, and affordable. So that’s the way we made it. If it's built in a factory (including modular homes, tiny homes, ADUs), we help insure it. And because we’re so focused, we do it so much better—with plans you can purchase right online and savings up to 40%.
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