Jerry

Data Scientist

• Own the analytical function end-to-end for an embedded business unit in growth, product, AI and automation, or strategic partnerships
• Define the business problems and decisions that analyses should address
• Define metrics and build reports
• Run analyses and design experiments
• Surface data insights that improve key business metrics
• Present recommendations to product, growth, finance, or operations counterparts
• Explain what is happening, why it is happening, and recommended next steps
• Drive initiatives through execution and outcomes
• Collaborate with business-unit stakeholders and the central Data Science & Analytics team

Senior Data Scientist

Creative Strategist

• Concept and produce performance creative end-to-end, from ideation and scripting through editing and delivery
• Create ads across paid social, CTV, and emerging channels
• Elevate visual quality, pacing, storytelling, brand quality, and creative performance
• Monitor platform trends, formats, and cultural shifts
• Develop hooks, angles, and creative frameworks based on performance drivers
• Translate performance data into creative direction with media and growth teams
• Manage agency and production partners through briefs, creative direction, and quality checks
• Edit and polish video ads directly at speed
• Leverage AI tools for ideation, scripting, editing, and asset generation
• Help build a scalable creative system blending craft, data, AI, and media strategy

Senior Creative Strategist, Growth

Product Manager

• Own the customer journey from first impression through purchase and beyond
• Own landing pages, signup funnels, and app download pages
• Simplify user flows involving complex insurance data inputs
• Personalize experiences by user persona and marketing channel
• Build trust through helpful communication, copy, and UI
• Own quote shopping experiences
• Improve presentation of complex information without cognitive overload
• Integrate insurance carriers with differing risk models into simple user experiences
• Balance the needs of customers and insurance carrier partners
• Integrate products such as roadside assistance, home insurance, property tax appeals, and motorcycle insurance into the car insurance shopping funnel
• Identify step-change growth opportunities and turn insights into shipped products
• Partner with Engineering, Design, Analytics, Marketing, Leadership, and the CEO
• Report to the VP of Growth
• Work in weekly sprints and launch products quickly

Product Manager, Growth

Social Media Manager

• Own Jerry’s official presence across Reddit, including brand-owned subreddits and organic engagement in automotive, financial, and consumer communities
• Establish Jerry’s Reddit voice and community playbook
• Craft high-effort text posts, deep-dive guides, and visual breakdowns about car ownership, insurance savings, and maintenance tactics
• Manage reputation and crisis response in threads discussing Jerry
• Track Karma growth, thread sentiment, share of voice, referral traffic, search indexability, and LLM citations
• Feed Reddit insights, emerging car-owner pain points, and trending topics back to Product and Content teams
• Turn complex auto financial topics into high-value, upvote-worthy engagement

Compliance

• Lead end-to-end investigation and de-escalation operations for critical customer complaints
• Act as the final escalation point for complex issues
• Manage carrier audits and state regulatory complaint workflows
• Author, review, and finalize correspondence to state departments of insurance, carrier partners, and consumers
• Partner with Legal, Product, and Engineering to turn audit findings and complaint trends into product changes, automated checks, and process fixes
• Own the complaint log and related compliance workflows
• Maintain accurate, audit-ready records for market conduct examinations and state data calls
• Meet statutory deadlines and internal SLAs
• Serve as primary operational liaison for carrier partners during claims investigations, regulatory inquiries, and information audits
• Provide operational guidance, quality oversight, and subject-matter expertise to customer service, compliance, and claims support teams
• Maintain documentation of complaint trends, regulatory correspondence, and resolution timelines
• Inform leadership about emerging compliance risk areas

Senior Lead – Insurance Compliance & Regulatory

• Join the central Data Science & Analytics team and embed within growth, product, AI and automation, or strategic partnerships
• Own the analytical function for an assigned business unit end-to-end
• Define business problems, clarify the decision each analysis will inform, and challenge flawed questions
• Define metrics and build reports
• Run analyses and design experiments
• Surface insights that improve key business metrics
• Present recommendations to product, growth, finance, or operations counterparts
• Explain what is happening, why it is happening, and recommended next steps
• Drive decisions and execute initiatives through completion

Associate Data Scientist

Business Development Rep

• Build and nurture deep, trusted relationships with existing partners
• Serve as the primary point of contact for partners
• Develop and execute structured business plans or quarterly OKRs aligned with partner goals
• Use data analysis to identify trends and opportunities to improve business KPIs
• Generate new growth opportunities with existing and potential partners
• Negotiate mutually beneficial partnership deals
• Provide actionable analysis, insights, and updates to partners and internal teams
• Triage and resolve operational and executional issues across partners and internal teams
• Collaborate with product, operations, data, and sales teams to execute partnership strategies
• Shape the strategic direction of the partnership portfolio and accelerate organizational growth
• Report directly to the VP of Partnerships

Director, Business Development – Partnerships

Business Operations

• Champion data-driven decisions across critical business initiatives, including carrier growth and development and building new products from 0-1
• Partner with marketing, product, and business development teams to integrate customer performance insights into user and partner acquisition strategies
• Lead the design, execution, and analysis of A/B experiments on new and existing features
• Extract key insights to inform product and business strategies
• Define, understand, and test levers to drive profitable and scalable user acquisition and partnership growth
• Identify opportunities to automate manual processes and optimize operational efficiency
• Leverage advanced machine learning models to conduct in-depth analyses and extract insights

Senior Associate, BizOps – Analytics

• Join the central Data Science & Analytics team while embedding in growth, product, AI and automation, or strategic partnerships
• Own the analytical function for an assigned business unit end-to-end
• Define business problems, clarify the decisions they inform, and challenge flawed questions
• Define metrics and build reports
• Run analyses and design experiments
• Surface insights that improve key business metrics
• Present recommendations to product, growth, finance, or operations counterparts
• Explain what is happening, why it is happening, and recommended next steps
• Drive analytical work through execution and measurable outcomes

Staff Data Scientist

• Join the central Data Science & Analytics team while embedding in a core business area: growth, product, AI and automation, or strategic partnerships
• Own the analytical function for the assigned business unit end-to-end
• Define business problems, analytical questions, and decisions to inform
• Define metrics, build reports, run analyses, design experiments, and surface insights
• Bring recommendations to product, growth, finance, or operations counterparts
• Explain what is happening, why it is happening, and recommended next steps
• Drive decisions and see initiatives through to execution
• Help Jerry.ai scale from 5M to 50M customers and become a $10B business

• Join the central BizOps & Analytics team while embedding in a core business area: growth, product, AI and automation, or strategic partnerships
• Own the analytical function for the assigned business unit end-to-end
• Define business problems, clarify the decisions analyses should inform, and challenge flawed questions
• Define metrics and build reports
• Run analyses and design experiments
• Surface data insights that improve key business metrics
• Bring recommendations to product, growth, finance, or operations counterparts
• Explain what is happening, why it is happening, and recommend next steps
• Drive decisions and execute initiatives through to completion
• Help Jerry.ai expand from 5M to 50M customers and become a $10B business

Manager, BizOps, Analytics

• Embed within a core business area: growth marketing, product development, AI and automation, or strategic partnerships
• Own the analytical function for the assigned business unit end-to-end
• Define business questions and the decisions they should inform
• Challenge flawed questions before analysis begins
• Define metrics and build reports
• Pull, structure, and interpret data
• Run analyses and design experiments
• Surface insights that improve key team metrics
• Present recommendations to product, growth, finance, or operations counterparts
• Explain what is happening, why it is happening, and recommended next steps
• Drive decisions and follow execution through to outcomes

People Operations

• Administer the employee lifecycle, including onboarding, offboarding, employee files, and benefits
• Partner with hiring managers on role-specific onboarding setup
• Manage new-hire compliance, including I-9 verification, state filings, and benefits enrollment deadlines
• Research federal, state, and local employment law requirements
• Monitor systems and practices for compliance
• Draft and refine policies and procedures for leadership review and approval
• Prepare and maintain offer letters, employment contracts, and onboarding materials
• Serve as the first point of contact for employee HR questions
• Provide policy guidance, resolve day-to-day issues, and escalate complex matters
• Support People Operations Associates and HR Administrators with policy and process questions
• Support engagement initiatives such as surveys, recognition programs, team-building events, and offsites
• Collect feedback to improve the employee experience
• Streamline and document HR processes using AI tools

People Ops Generalist

Copywriter

• Create helpful and entertaining Reddit content for relevant subreddits and Jerry's own subreddits
• Craft long-form and short-form copy that feels native, authentic, and upvote-worthy
• Draft real-time, high-context replies to community comments and inquiries
• Test narrative hooks, post structures, TL;DRs, bulleted breakdowns, case studies, and posting times
• Write search-optimized Reddit copy for Google indexing and AI-model citation
• Collaborate with Content, SEO, and Product teams to adapt company insights into Reddit-first copy
• Turn complex financial and automotive topics into clear, engaging educational content

Comedian, Copywriter

• Build and nurture deep, trusted relationships with existing partners
• Serve as the primary point of contact for partners
• Develop and execute structured business plans or quarterly OKRs aligned with partner goals
• Maximize the potential of strategic partnerships through deep understanding of partner businesses
• Analyze data, uncover trends, and identify opportunities to improve business KPIs
• Generate new growth opportunities with existing and potential partners
• Negotiate and structure mutually beneficial deals
• Perform analyses and provide actionable insights and updates to partners and internal teams
• Triage and resolve operational and executional issues across partners and internal teams
• Collaborate with product, operations, data, and sales teams
• Shape the strategic direction of the partnership portfolio and accelerate organizational growth
• Report directly to the VP of Partnerships

Senior Data Scientist

Senior Creative Strategist, Growth

Product Manager, Growth

Social Media Manager

Senior Lead – Insurance Compliance & Regulatory

Associate Data Scientist

Director, Business Development – Partnerships

Senior Associate, BizOps – Analytics

Staff Data Scientist

Data Scientist

Manager, BizOps, Analytics

Data Scientist

People Ops Generalist

Comedian, Copywriter

Manager, Business Development, Partnerships