Jobs at Jerry

Manage day-to-day HR operations across the employee lifecycle, including onboarding, offboarding, employee records, benefits, compliance, HR documentation, and employee support. Research employment law, maintain compliant processes, draft policies, support engagement initiatives, and improve HR workflows through automation and AI tools. The role also partners with hiring managers and other People Operations team members while handling sensitive information independently.

Drive data-informed business decisions across carrier growth, product development, user acquisition, and partnerships. Lead A/B experiments, analyze customer and business performance, identify scalable growth opportunities, and automate manual processes to improve operational efficiency. The role partners with marketing, product, and business development teams and requires strong quantitative analysis, SQL, structured problem-solving, and communication skills.

Manage and grow strategic partner relationships, develop business plans and OKRs, identify new partnership opportunities, negotiate mutually beneficial deals, analyze performance data, provide actionable insights, and resolve operational issues. The role collaborates with product, operations, data, and sales teams to execute partnership strategies and accelerate company growth.

Manage day-to-day HR operations across the employee lifecycle, including onboarding, offboarding, employee files, benefits, compliance, documentation, and employee support. Research employment law, maintain HR policies, support engagement initiatives, partner with hiring managers and HR colleagues, and improve HR processes through automation and AI tools.

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

Own end-to-end data science for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; generate actionable insights; and influence leadership decisions. The role requires independent analytical work, strong SQL or Python skills, first-principles problem solving, persuasive communication, and ownership of ambiguous problems. Candidates need 6+ years of experience in consulting, investment banking, or high-growth technology.

Own a 0-to-1 product bet across emerging insurance and asset-related products. Responsibilities include researching customer needs, analyzing quantitative and qualitative data, setting priorities, building and launching products, gathering feedback, iterating toward product-market fit, and scaling successful offerings. The role requires strong ownership, consumer product judgment, analytical thinking, and comfort navigating complex, ambiguous domains.

Own end-to-end analytical functions for growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; surface insights; and influence product, growth, finance, and operations decisions. The role requires strong independent data analysis, first-principles problem solving, clear communication, and ownership of ambiguous business challenges.

Build and grow Jerry’s organic presence across Reddit, Quora, YouTube, and TikTok. Develop channel-specific community engagement playbooks, grow trusted subreddits, create scalable content strategies, and collaborate with Growth and Content teams. Measure sentiment, share of voice, referral traffic, and LLM citation. The role requires authentic platform-native communication, SEO and LLM knowledge, and experience making complex or stressful consumer topics approachable.

Own the analytical function for a business unit spanning growth, product, AI and automation, or strategic partnerships. Define business problems and metrics, build reports, conduct analyses, design experiments, and deliver actionable insights. Partner with product, growth, finance, and operations leaders to influence decisions and drive initiatives from recommendation through execution. The role requires strong first-principles thinking, independent data skills, persuasive communication, and ownership of ambiguous problems.

Work directly with the Cofounder/CEO on high-impact business challenges during rapid growth. Associates will analyze ambiguous problems, develop strategic solutions, and execute initiatives across product, growth, operations, finance, engineering, and data. The program provides broad exposure to company leadership and is intended to accelerate progression into future product, growth, or functional leadership roles.

Own the analytical function for a business area such as growth, product, AI and automation, or strategic partnerships. Define business questions and metrics, build reports, analyze data, design experiments, communicate insights, and drive decisions and outcomes with cross-functional stakeholders. The role requires strong analytical thinking, independent problem-solving, persuasive communication, and end-to-end ownership of ambiguous business challenges.

Work directly with the CEO on high-leverage growth and operational problems across product, growth, finance, engineering, data, and operations. Associates will analyze ambiguous challenges, develop first-principles solutions, execute strategic initiatives, and gain broad exposure to a rapidly scaling startup. The role is designed to accelerate progression toward product, growth, or functional leadership.

Drive data-informed decisions across growth, product, marketing, and partnerships. Lead A/B experiment design and analysis, identify scalable acquisition and partnership levers, apply machine learning models to extract insights, and automate manual processes to improve operational efficiency. The role partners with cross-functional teams and communicates findings from frontline employees to executive leadership.

Own the end-to-end customer journey from initial discovery through insurance purchase and cross-product adoption. Lead landing pages, signup funnels, quote shopping, personalization, customer communications, and carrier integrations. Partner with Engineering, Design, Analytics, Marketing, and leadership to identify opportunities, analyze customer needs, simplify complex experiences, and deliver high-impact products quickly. The role requires strong product ownership, analytical ability, customer empathy, communication, and comfort navigating ambiguity in a fast-paced environment.

Owns end-to-end performance creative for paid social, CTV, and emerging channels. Responsibilities include concepting, scripting, directing production, editing video, developing performance-driven creative frameworks, analyzing results, managing agencies, and using AI tools to accelerate production. The role blends visual craft, brand building, media strategy, and data-informed iteration to create high-performing ads across TikTok, Meta, YouTube, and CTV.

Own the end-to-end customer journey for Jerry’s insurance marketplace, including landing pages, signup funnels, quote shopping, app downloads, personalization, customer communications, and cross-product integration. Partner with Engineering, Design, Analytics, Marketing, and leadership to identify opportunities, simplify complex insurance experiences, build customer trust, and deliver high-impact products rapidly.

Lead business development and partnership growth by managing strategic relationships, identifying new opportunities, negotiating deals, developing partner plans, analyzing performance data, and resolving operational issues. Collaborate with product, operations, data, and sales teams to create scalable partner solutions and achieve growth objectives. The role reports to the VP of Partnerships and requires strong communication, analytical, project management, and stakeholder management skills.

Own the operating model, annual budget, long-range plan, forecasts, variance analysis, and executive financial reporting. Build financial cases for new products, markets, channels, partnerships, and vendor spending. Evaluate unit economics, capital allocation, and build-buy-partner decisions while supporting corporate development and investor diligence. Partner with executives and functional leaders to turn financial analysis into business decisions and improve planning processes and systems.

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; generate actionable insights; and influence leadership decisions. The role requires independently structuring data, solving ambiguous problems, communicating findings clearly, and driving recommendations through execution.