Harper
AI-native commercial insurance brokerage
Harper builds an AI-powered brokerage automating commercial insurance workflows like quoting, underwriting follow-ups, and servicing for small- to mid-sized businesses across industries such as manufacturing, tech, hospitality, and construction. It matches clients with 160+ carriers for coverages including general liability, professional liability, and workers' comp, delivering results in 24-48 hours instead of weeks. This enables faster, cheaper coverage while maintaining human expertise amplified by AI.
Forward Deployed Operations
Forward Deployed Operations role embedding with operators to run daily workflows while identifying and shipping automations that remove friction. Requires 2-4 years experience, SQL + Python/TypeScript, and hands-on AI tooling experience.
Head of Partnerships
Founding Head of Partnerships building distribution channels through regulators, lenders, landlords, and advisors at an AI-native commercial insurance startup. Close first marquee partners, structure economics, and scale the motion.
GTM: New Verticals Lead
Own end-to-end launch of new insurance verticals: identify emerging markets, pressure-test opportunities, design workflows, acquire first customers, and hand off repeatable motions. Requires 3-6 years of startup GTM/ops experience and comfort with ambiguity.
Compliance Lead
The Compliance Lead will build and run Harper's compliance program from the ground up, owning producer licensing, market conduct, and clearance workflows. This role requires deep insurance regulatory experience and a proactive approach to risk management.
Learning & Knowledge Systems Lead
The Learning & Knowledge Systems Lead will transform tribal knowledge into structured, AI-legible information and ensure its operationalization. This role involves embedding with various teams to document workflows, authoring skills for AI agents, and driving the adoption of new playbooks and systems.
Staff Engineer, Harness Engineering
As a Staff Engineer, Harness Engineering, you will own the meta-harness that powers all Harper AI agents, both product and coding. This involves designing and building the agent loop, execution environment, tool layer, and model-provider abstraction to ensure efficient and reliable agent operation.
Senior Member of Technical Staff, AI Quality
The Senior Member of Technical Staff, AI Quality will build and operate evaluation frameworks for production LLM systems, focusing on creating robust regression suites and monitoring tools to ensure the quality and reliability of AI agents.
Staff Engineer, Engineering Productivity & AI Quality
As a Staff Engineer, you will build and scale engineering productivity and AI quality systems, focusing on CI/CD gates, integration test harnesses, and agent instructions. This role is critical for enabling a small engineering team to operate with high leverage by encoding architectural taste into mechanical rules.
Senior Member of Technical Staff, Harness Engineering
As a Senior Member of Technical Staff, Harness Engineering, you will build the core substrate for Harper's AI agents, focusing on agent loop primitives, execution environment infrastructure, and tool layer ownership. You will work with frontier coding agents and internal agents, shipping primitives that agent teams depend on.
Senior Member of Technical Staff, Developer Experience
Build and own the developer-experience stack (CI, dev environments, eval frameworks, PR automation) that keeps Harper's engineers and AI coding agents shipping 5-10x faster.
Operating Memory Lead
Embed with sales, service, and ops teams to capture tribal knowledge and turn messy workflows, transcripts, and Slack threads into structured, AI-readable operating memory, playbooks, and source-of-truth documentation.
Product Manager
Own a module end-to-end in an AI-native insurance brokerage: drive KPIs, encode domain nuance into AI agents, build evals, and prototype rapidly with modern AI tools. 1-3 years PM or operator experience required; onsite in San Francisco.
Growth Marketing Lead
Leads paid acquisition strategy and execution across insurance lead-gen channels like Tivly, Bold Penguin, Google, and Meta. Optimizes campaigns in real-time with GTM data, balances demand with sales capacity, and scales new channels to drive revenue in insurtech startup.
Field Marketing Manager
Owns field marketing in select markets, building events, directing local digital ad spend, forging partnerships, and driving brand awareness among small business owners to generate pipeline and revenue.
Sales Development Representative
Conduct high-volume outbound and inbound calls to prospect business owners, qualify leads quickly for insurance needs, capture precise information, and hand off to sales team. Requires prior phone-based sales experience, strong multitasking, and in-office presence in San Francisco.
Business Operations Associate
Operates across sales enablement, underwriting, customer service, and carrier relations to keep deals moving, build scalable processes, and translate operational needs into engineering specs in a fast-growing AI insurance startup. Requires 1-3 years in high-pace environments and strong communication.
Commercial Underwriting Advisor
Review AI-generated outputs for commercial insurance submissions against carrier underwriting standards, build QA processes from scratch, and collaborate with engineers to encode underwriting logic into systems. Requires 7+ years carrier-side P&C experience.
Special Projects Lead
Works directly with CEO on high-impact strategic projects including building AI-driven systems, running analyses, bridging engineering/ops/growth, and managing cross-functional initiatives in a fast-scaling insurtech. Requires 2-5 years in analytical roles like banking/consulting with strong execution under pressure.
Recruiting Lead
Build and scale recruiting function from scratch for rapid growth, sourcing, selling, and closing technical engineering and GTM roles while developing infrastructure and leading a team. Requires 6-10 years recruiting experience with technical background and management of teams.
Member of Technical Staff
Builds full-stack AI agents, workflow orchestration, and voice AI systems that automate insurance business operations like lead qualification, customer service, and underwriting at scale. Requires 1-4 years experience shipping production AI with Python/TypeScript proficiency.
Forward Deployed Engineer
Technical generalist embeds with operations teams to identify high-impact problems and rapidly builds AI agents, automations, and tools to eliminate friction. Requires 2-5 years software engineering experience with Python/TypeScript proficiency and business impact focus.
GTM Engineer
Builds analytics models and runs experiments to optimize marketing funnels, paid acquisition, and growth decisions. Partners with marketing head using SQL/Python to drive revenue impact through insights and LTV/CAC analysis.
Senior Member of Technical Staff, Voice
Owns voice AI infrastructure for insurance operations, building scalable outbound/inbound agents, customer service, and underwriting systems with sub-second latency. Requires 3-6 years experience in production voice AI and real-time systems.