Jobs at Jerry

Own the operating model, budgeting, forecasting, variance analysis, and executive financial reporting. Evaluate new products, markets, channels, partnerships, vendor spending, and capital allocation through financial modeling and unit economics. Lead business reviews, support planning-system implementation, and assist with corporate development, diligence, and transaction analysis. Partner closely with executives and functional leaders while building scalable financial processes and clear decision support.

Lead Jerry’s creative function and manage a small team producing performance-driven advertising across paid social, CTV, YouTube, and emerging channels. Own ideation, scripting, production, video editing, agency direction, and creative iteration. Use performance data, platform trends, and generative AI tools to improve ad effectiveness, creative volume, visual quality, and brand equity.

Own the operating model, annual budget, long-range plan, forecasts, variance analysis, and executive financial reporting. Build financial cases for new products, markets, channels, and partnerships; evaluate unit economics, capital allocation, and vendor spend. Support corporate development and planning-system implementation while partnering with executives and functional leaders on strategic decisions.

Own the operating model, annual budget, long-range plan, forecasts, variance analysis, and executive financial reporting. Evaluate new products, markets, channels, partnerships, vendor spend, and capital allocation through financial modeling and unit economics. Lead business reviews, support corporate development and planning-system implementation, and translate complex analysis into actionable recommendations for executives, investors, and the board.

Concepts, produces, edits, and iterates performance-focused video ads across TikTok, Meta, YouTube, CTV, and emerging channels. Leads a small creative team, develops high-performing hooks and visual frameworks, applies platform and cultural trends, and uses AI tools to accelerate ideation and production. Collaborates with media, growth, analytics, and senior creative teams to improve creative performance while maintaining strong visual craft and brand quality.

Own end-to-end recruiting coordination, including interview scheduling, candidate communications, take-home assignments, ATS maintenance, recruiter calendar management, and urgent leadership requests. Improve recruiting processes by identifying bottlenecks, streamlining workflows, and building scalable systems. Provide high-touch candidate support while coordinating interviewer training and helping the recruiting team operate efficiently in a fast-paced startup environment.

Own hands-on HR operations, including multi-state compliance, policy drafting, annual audits, handbook updates, payroll, benefits, leave escalations, and process improvement. Review and unblock payroll and HR administration work while introducing AI-native approaches to reduce repetitive tasks. The role will gradually expand into broader day-to-day HR operations management within a fast-paced startup environment.

Own multi-state HR compliance, policy updates, annual audits, handbook refreshes, and escalated payroll, benefits, and leave questions. Review HR administration work, improve operational processes with an AI-native approach, and progressively assume broader day-to-day HR operations management.

Own hands-on HR operations, including multi-state compliance, policy drafting, annual audits, handbook updates, payroll, benefits, leave escalations, and process improvements. Review HR administration work, resolve complex employee questions, and rearchitect HR processes using an AI-native approach. The role may grow into broader day-to-day HR operations management.

Own the post-purchase customer experience for Jerry’s insurance marketplace, including document verification, payments, policy changes, renewals, re-shopping, and issue resolution. The role focuses on redesigning the customer journey, using data to identify opportunities, and accelerating growth from 5 million to 50 million customers. The ideal candidate brings consumer product instincts, analytical ability, ownership, urgency, and experience in consulting, finance, venture capital, or high-growth startup product development.

Own end-to-end data science for growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; surface insights; and drive recommendations and decisions with cross-functional stakeholders. The role requires independent analytical problem-solving, strong communication, and ownership of ambiguous initiatives that materially improve business outcomes.

Own the end-to-end analytical function for a business unit such as growth, product, AI, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; surface insights; and drive recommendations and decisions with cross-functional stakeholders. The role requires independent data work, strong SQL or Python skills, first-principles thinking, persuasive communication, and ownership of ambiguous problems through execution.

Own the analytical function for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; surface insights; make recommendations; and drive decisions and outcomes with cross-functional stakeholders. The role requires independent data work, strong problem solving, persuasive communication, and end-to-end ownership of ambiguous initiatives.

Lead a new business within Jerry.ai, owning its P&L, strategy, product development, customer growth, partnerships, and operations. Reporting to the CEO, the General Manager will scale one of several emerging product lines and may initially manage a small team. The role requires entrepreneurial ownership, rapid learning, resilience, and strong execution in a hybrid Palo Alto environment.

Lead a newly launched business, owning its P&L, strategy, product development, customer growth, partnerships, and operations. Report to the CEO and scale the business with support from a small team. Candidates should bring at least six years of venture capital, private equity, or hands-on startup operating experience, a bachelor’s degree, and the ability to work in person at the Palo Alto office.

Build and scale new product verticals under direct mentorship from the CEO. The role involves product development, growth, operations, finance, engineering, and data exposure while solving customer problems and executing strategic initiatives in a rapidly growing startup. Successful candidates may progress into product or commercial leadership roles.

Own end-to-end data science for growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; communicate insights and recommendations; and drive measurable outcomes with cross-functional stakeholders. The role requires strong analytical thinking, independent data work using SQL or Python, ownership of ambiguous problems, and persuasive communication with leadership.

Work directly with the CEO on high-leverage business challenges during Jerry’s rapid growth. The GM-in-Training will gain exposure to product, growth, operations, finance, engineering, and data; help scale new business lines; and develop the skills to eventually own P&L for a business.

Own and scale a new product bet from concept or early launch through product-market fit. Responsibilities include researching customer pain points, analyzing quantitative and qualitative data, prioritizing high-impact opportunities, defining the roadmap, shipping products, gathering feedback, and iterating rapidly. Products may include home, motorcycle, boat, RV, property tax, or other asset-related offerings.