Senior Product Manager, Agentic AI

🏢 Summary: Lead the end-to-end development of a customer-facing Agentic AI platform leveraging LLMs, internal APIs, and computer-use agents to automate sales and service experiences at scale. Own the roadmap, prompt strategy, evaluation frameworks, and AI platform standards while partnering with engineering and OpenAI to deploy next-generation voice and workflow automation models. Drive experimentation and data-backed improvements to increase automation, answer quality, and customer satisfaction. 🗂️ Requirements: 4+ years in a technical role (e.g., forward deployed engineering, technical product management), Hands-on experience with LLMs and AI systems, Experience designing API architectures and system integrations, Ability to design prompt strategies, evaluation frameworks, and guardrails, Experience running experiments and improving systems through data analysis, Proficiency in SQL, Track record of delivering scalable, production-grade AI products 📃 Skills: LLMs, APIs, SQL, OpenAI, Automation, Voicebots, Agents, MachineLearning 🏢 Description: Why Jerry.ai? Join a pre-IPO startup with capital ($240M raised), traction (5M+ customers), and runway (we’re profitable). Impact: Come lead our customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs to create a magical experience for our customers. Work with partners like OpenAI to integrate services directly into the ChatGPT App and pioneer new model capabilities. Accelerated career growth. Flat org chart, ambitious goals, and significant ownership. You’ll report directly to the COO, leading one of the most important growth levers. Why we’re hiring this role: Your car and your home are your most important assets, yet the experience of owning one is fragmented, complicated, and expensive. We are building the first app to manage it all. We launched car insurance in 2019 and became one of the top three brokers in the country, partly by being early adopters of generative AI. Before off-the-shelf platforms existed, we built our own infrastructure to automate sales and service conversations. Today, that system handles a meaningful share of customer interactions end-to-end. The underlying technology is entirely homegrown. Prompts powering the customer-facing chatbot, vehicle photo validation, and back-office automation live across multiple locations with no unified platform or single source of truth. There is no clear owner of major future bets such as voicebot, computer use, and consumer AI applications. This role will own that vision and execution. How you’ll make an impact: - Lead end-to-end development for the AI platform and customer experiences, from roadmap to rollout. - Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails, balancing latency, cost, and accuracy. - Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards. - Drive systematic improvement in answer quality, customer satisfaction, and automation rates through rigorous experimentation. - Work with OpenAI partners to evaluate and deploy next-generation voice models and workflow automation. Who you are: - Technologist deeply engaged with AI and modern LLM systems. - Systems thinker comfortable with API design and system architecture. - Experimenter constantly exploring new AI capabilities. - Data-driven and proficient in SQL for analysis and validation. - Pragmatic in navigating technical tradeoffs and setting platform standards. Ideal experience: - 4+ years in a technical role such as forward deployed engineering or technical product management at a fast-paced startup. - Passion for AI systems including modern LLMs. - Track record of turning complex strategic ideas into scalable, production-grade products. Compensation: Base salary range: $160K - $200K. Compensation may include equity grants. Benefits: Comprehensive benefits package including health, dental, and vision coverage, paid time off, paid parental leave, 401(k) with employer matching, and wellness benefits. Equity opportunities may be included as part of total rewards.

🏢 Summary: Lead the strategy and architecture of a customer-facing Agentic AI platform, consolidating prompts and driving integration of LLMs, voicebots, and emerging AI capabilities. Own technical prioritization, platform standards, and partnerships (including OpenAI) while ensuring the current AI systems operate reliably. This role blends hands-on prompt engineering with long-term AI platform strategy in a fast-paced startup environment. 🗂️ Requirements: 4+ years in a technical role (e.g., forward deployed engineering, technical product management), Experience with AI systems and modern LLMs, Ability to design and discuss API and system architecture, Experience building scalable, production-grade products, Proficiency in SQL for data analysis, Experience working in fast-paced startup environments 📃 Skills: LLMs, Prompting, APIs, SQL, GitHub, Replit, CRM, Voicebot, AI, MachineLearning 🏢 Description: Why we’re hiring this role: Your car and your home are your most important assets, yet the experience of owning one is fragmented, complicated, and expensive. We are building the first app to manage it all. We launched car insurance in 2019 and became one of the top three brokers in the country, in part by being early adopters of generative AI. Before off-the-shelf platforms existed, we built our own infrastructure to automate sales and service conversations. Today, that system handles a meaningful share of customer interactions end-to-end, and the underlying technology is entirely homegrown. As the system evolved, prompts powering the customer-facing chatbot, vehicle photo validation, and back-office automation now live across six separate locations. There is no single source of truth, no unified platform, and no clear owner of future AI bets such as voicebot, computer use, and consumer AI applications. This role owns that challenge. How you’ll make an impact: Your scope covers two layers: maintaining the current AI platform while driving architectural decisions that determine its future state. In the first few months, you will learn the prompt engineering workflow by writing and updating prompts, understanding how various tech stacks (e.g., Propelix, Botly, CRM, GitHub, and Replit) interact, and identifying bottlenecks. After that, you will own the platform strategy: - Prompt consolidation: Define and execute the strategy to migrate prompts from six locations to a unified platform, aligning engineering, data, operations, and other teams. - Chatbot prioritization: Own the technical prioritization queue and keep the team coordinated without unnecessary process overhead. - Emerging technology decisions: Track advancements in voicebot and computer use, determine when to invest, own the OpenAI relationship, and manage presence in the ChatGPT store. Influence AI investment decisions with a clear point of view. Who you are: - Technologist: Deep interest in AI, actively following new model releases and building custom workflows. - Systems Thinker: Comfortable discussing API design and system architecture and translating complex concepts for varied audiences. - Experimenter: Continuously exploring new AI capabilities. - Data-Driven: Proficient in SQL and comfortable analyzing data to validate hypotheses. - Pragmatic: Able to navigate technical tradeoffs and implement AI platform standards. Ideal experience: - 4+ years in a technical role such as forward deployed engineering or technical product management in a fast-paced startup. - Passion and curiosity for AI systems including modern LLMs. - Proven track record of turning complex strategic ideas into scalable, production-grade products. Compensation and Benefits: The starting pay range for this role is $160K - $200K, determined by skills, experience, qualifications, work location, and market conditions. Compensation may include equity grants. Benefits for regular employees include health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits. Equity opportunities may also be part of the total rewards package.

🏢 Summary: Lead the strategy and evolution of a customer-facing Agentic AI platform, consolidating prompts, optimizing chatbot prioritization, and driving architectural decisions across LLM-powered systems. Own emerging AI initiatives such as voicebot and computer use, while managing integrations with OpenAI and internal tools. Work hands-on with prompt engineering and cross-functional teams to scale production-grade AI products. 🗂️ Requirements: 3+ years in a technical role (e.g., forward deployed engineering, technical product management) in a fast-paced startup, Experience with modern LLMs and AI systems, Ability to design and discuss API architecture and system design, Experience building scalable, production-grade AI products, Proficiency in SQL for data analysis, Hands-on experience with prompt engineering, Ability to manage technical prioritization and platform strategy 📃 Skills: LLMs, OpenAI, SQL, APIs, Prompting, GitHub, Replit, CRM, Voicebot, AI 🏢 Description: Why Jerry.ai? Join a pre-IPO startup with significant capital raised, strong customer traction, and profitability. Lead our customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs to create a seamless experience for customers. Work with partners like OpenAI to integrate services directly into the ChatGPT App and pioneer new model capabilities. You will report directly to the COO and drive one of the company’s most important growth levers. Why we’re hiring this role: Owning a car or home is fragmented, complicated, and expensive. We are building the first app to manage the entire journey — buy/sell, insurance, maintenance, and repairs. We were early adopters of generative AI, building in-house infrastructure to automate sales and service conversations, which now handles a significant share of customer interactions end-to-end. However, prompts and AI workflows are distributed across multiple systems with no unified platform or ownership. This role will own consolidation, strategy, and future AI investments including voicebot and computer use. How you’ll make an impact: Your scope covers maintaining the current AI platform while driving architectural decisions for its future state. In the first few months you will: - Learn and contribute to the prompt engineering workflow - Write and update prompts - Understand how tech stacks such as Propelix, Botly, CRM, GitHub, and Replit interact - Identify system bottlenecks You will then own: - Prompt consolidation strategy and migration to a unified platform - Technical prioritization of chatbot initiatives - Coordination across engineering, data, and operations - Evaluation and investment decisions in emerging technologies such as voicebot and computer use - Relationship with OpenAI and presence in the ChatGPT store Who you are: - Technologist deeply engaged with AI advancements and model releases - Systems thinker comfortable with API design and architecture discussions - Experimenter continuously exploring new AI capabilities - Data-driven and proficient in SQL - Pragmatic in navigating technical tradeoffs and setting AI platform standards Ideal experience: - 3+ years in a technical role such as forward deployed engineering or technical product management at a fast-paced startup - Passion for AI systems and modern LLMs - Proven ability to turn complex strategic ideas into scalable, production-grade products Compensation and Benefits: Compensation range: $130K - $170K. Total rewards may include equity grants. Comprehensive benefits include health, dental, and vision coverage, paid time off, paid parental leave, 401(k) with employer matching, and wellness benefits.

🏢 Summary: Lead and scale a customer-facing Agentic AI platform, owning prompt architecture, LLM integrations, and emerging AI investments such as voicebots and computer use. Drive consolidation of distributed prompt systems into a unified platform while guiding technical prioritization and OpenAI partnership strategy. Work hands-on with internal AI infrastructure and cross-functional teams to shape the future AI architecture. 🗂️ Requirements: 3+ years in a technical role (e.g. forward deployed engineering, technical product management), Experience building and scaling AI systems in production, Strong understanding of LLMs and generative AI systems, Ability to design and discuss API architecture and system design, Experience consolidating or standardizing technical platforms, Proficiency in SQL for data analysis, Experience working in fast-paced startup environments, Ability to translate complex technical concepts to diverse audiences 📃 Skills: LLMs, SQL, APIs, Prompting, GitHub, Replit, CRM, Propelix, Botly, Voicebot, OpenAI 🏢 Description: Why we’re hiring this role: Your car and your home are your most important assets, yet the experience of owning one is fragmented, complicated, and expensive. We are building the first app to manage the entire journey including buy/sell, insurance, maintenance, and repairs. We launched car insurance in 2019 and became one of the top three brokers in the country, in part by being early adopters of generative AI. Before off-the-shelf platforms existed, we built our own infrastructure to automate sales and service conversations. Today, that system handles a meaningful share of customer interactions end-to-end, and the underlying technology is entirely homegrown. That head start created leverage but also complexity. Prompts powering the customer-facing chatbot, vehicle photo validation, and back-office automation live across six separate locations with no single source of truth or unified platform. This role owns consolidating and defining the future AI roadmap, including voicebot, computer use, and consumer AI applications. How you’ll make an impact: Your scope covers maintaining the current AI platform while driving architectural decisions for its future state. In the first few months, you will learn the prompt engineering workflow by writing and updating prompts, understanding how various tech stacks (e.g. Propelix, Botly, CRM, GitHub, and Replit) interact, and identifying bottlenecks. After that, you will own the platform strategy: - Prompt consolidation: Define and execute the migration strategy from six locations to a unified platform, aligning engineering, data, and operations teams. - Chatbot prioritization: Own the technical prioritization queue and coordinate execution without adding unnecessary process. - Emerging technology decisions: Track advancements in voicebot and computer use, determine investment timing, own the OpenAI relationship, and manage presence in the ChatGPT store. Who you are: - Technologist: Deeply engaged with AI advancements and experienced in building custom workflows. - Systems Thinker: Comfortable discussing API design and system architecture and translating complex ideas. - Experimenter: Continuously exploring new AI capabilities. - Data-Driven: Familiar with SQL and comfortable analyzing data to validate hypotheses. - Pragmatic: Able to navigate technical tradeoffs and implement AI platform standards. Ideal experience: - 3+ years in a technical role such as forward deployed engineering or technical product management at a fast-paced startup. - Passion for AI systems including modern LLMs. - Track record of turning complex strategic ideas into scalable, production-grade products. Compensation and Benefits: The successful candidate’s starting pay will fall within the listed pay range and is determined by skills, experience, qualifications, work location, and market conditions. Compensation may include equity grants. Benefits include health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits. Equity opportunities may be part of the total rewards package. We are an Equal Employment Opportunity employer and provide reasonable accommodations for individuals with disabilities in the job application process.

🏢 Summary: Lead the end-to-end development and scaling of an AI platform that leverages LLMs, agents, and internal APIs to automate customer sales and service workflows. Drive prompt design, evaluation frameworks, guardrails, and experimentation to improve automation, quality, and customer satisfaction. Collaborate with engineering and OpenAI partners to deploy next-generation voice models and workflow automation. 🗂️ Requirements: 4+ years in management consulting or technical product management at a fast-paced startup, Proven experience with modern LLM systems, Ability to design and discuss API architecture and system design, Experience implementing AI platform standards and best practices, Strong SQL skills for data analysis and hypothesis validation, Experience building and scaling production-grade AI products, Ability to evaluate technical tradeoffs in AI systems 📃 Skills: LLMs, APIs, SQL, OpenAI, Prompting, Automation, Architecture, Experimentation, Voice, Agents 🏢 Description: Why Jerry.ai?We are building the first super app to manage car ownership—an industry where the experience is stuck in the 90s.Lead a strategic area leveraging LLMs, agents, and internal APIs to automate a fragmented, $2T market.Work with partners at OpenAI to integrate Jerry.ai services directly into the ChatGPT App and pioneer new model capabilities. Lead the AI Revolution for Jerry.ai:At Jerry.ai, we are moving past fragmented, time-consuming processes to create a seamless, automated platform.You will sit at the intersection of product, engineering, and applied AI - building and scaling a sophisticated system that already automates >70% of inbound sales and service requests (over 50k chats per month). Your role will include shaping how modern LLM systems, human-in-the-loop feedback, and computer-use agents redefine an entire industry. How You Will Make an Impact:Lead end-to-end development for our AI platform and customer experiences, from initial roadmap to rollout.Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails—balancing latency, cost, and accuracy.Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards.Drive systematic improvement in answer quality, customer satisfaction, and automation rates through rigorous experimentation.Work with partners at OpenAI to evaluate and deploy the next generation of voice models and workflow automation. What We’re Looking For in a Builder:Intrinsically Motivated Technologist: You live and breathe AI. You read the release notes when a new model drops and you’ve already built your own custom workflows.Systems Thinker: You are comfortable diving into technical conversations about API design and system architecture, translating complex concepts for any audience.Optimistic Problem-Solver: You are a "how can we" thinker who seeks constant improvement and thrives on owning high-impact metrics.Data-Driven with Conviction: You are familiar with SQL and comfortable diving into the data to answer your own questions and validate hypotheses. Ideal Profile:4+ years of experience in management consulting or technical product management at a fast-paced startup.Proven interest in modern LLM systems.Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards.A track record of taking complex, strategic ideas and turning them into scalable, production-grade products.While we appreciate your interest and application, only applicants under consideration will be contacted.Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.aiThe successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.About Jerry.aiJerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all.We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing.Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.Compensation Range: $160K - $200K

🏢 Summary: Lead the end-to-end development of an AI platform leveraging LLMs, agents, and internal APIs to automate customer interactions and sales workflows at scale. The role focuses on designing prompt strategies, evaluation frameworks, and AI guardrails while driving experimentation to improve automation, quality, and customer satisfaction. You will collaborate with engineering and OpenAI partners to deploy advanced voice models and workflow automation in production. 🗂️ Requirements: 4+ years in management consulting or technical product management at a fast-paced startup, Proven experience with modern LLM systems, Experience designing AI-driven products in production environments, Ability to design API strategies and system architectures, Experience creating prompt strategies and evaluation frameworks, Ability to analyze data using SQL, Experience leading AI platform standards and best practices, Track record of delivering scalable, production-grade AI products 📃 Skills: LLMs, APIs, SQL, OpenAI, Prompting, Automation, Agents, Voice, Architecture, Experimentation 🏢 Description: Why Jerry.ai?We are building the first super app to manage car ownership—an industry where the experience is stuck in the 90s.Lead a strategic area leveraging LLMs, agents, and internal APIs to automate a fragmented, $2T market.Work with partners at OpenAI to integrate Jerry.ai services directly into the ChatGPT App and pioneer new model capabilities. Lead the AI Revolution for Jerry.ai:At Jerry.ai, we are moving past fragmented, time-consuming processes to create a seamless, automated platform.You will sit at the intersection of product, engineering, and applied AI as you build and scale a sophisticated system that already automates >70% of inbound sales and service requests (over 50k chats per month). Your role will include shaping how modern LLM systems, human-in-the-loop feedback, and computer-use agents redefine an entire industry. How You Will Make an Impact:Lead end-to-end development for our AI platform and customer experiences, from initial roadmap to rollout.Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails—balancing latency, cost, and accuracy.Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards.Drive systematic improvement in answer quality, customer satisfaction, and automation rates through rigorous experimentation.Work with partners at OpenAI to evaluate and deploy the next generation of voice models and workflow automation. What We’re Looking For in a Builder:Intrinsically Motivated Technologist: You live and breathe AI. You read the release notes when a new model drops and you’ve already built your own custom workflows.Systems Thinker: You are comfortable diving into technical conversations about API design and system architecture, translating complex concepts for any audience.Optimistic Problem-Solver: You are a "how can we" thinker who seeks constant improvement and thrives on owning high-impact metrics.Data-Driven with Conviction: You are familiar with SQL and comfortable diving into the data to answer your own questions and validate hypotheses. Ideal Profile:4+ years of experience in management consulting or technical product management at a fast-paced startup.Proven interest in modern LLM systems.Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards.A track record of taking complex, strategic ideas and turning them into scalable, production-grade products.While we appreciate your interest and application, only applicants under consideration will be contacted.Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.aiThe successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.About Jerry.aiJerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all.We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing.Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.Compensation Range: $160K - $200K

🏢 Summary: Technical Product Manager role leading the end-to-end development of an AI-powered platform that leverages LLMs, agents, and internal APIs to automate customer experience and sales processes. The position focuses on designing, scaling, and optimizing production-grade AI systems, integrating advanced models, and driving experimentation to improve automation and quality. You will define AI platform standards, collaborate with engineering and OpenAI, and translate complex technical concepts into scalable product solutions. 🗂️ Requirements: 4+ years in management consulting or technical product management, Experience in fast-paced startup environments, Proven interest and hands-on exposure to LLM systems, Ability to design and discuss API architecture and system design, Experience working with AI systems in production environments, Ability to define prompt strategies and evaluation frameworks, Experience balancing latency, cost, and accuracy in AI systems, Proficiency in SQL for data analysis, Experience running experiments and analyzing performance metrics, Ability to translate technical concepts for cross-functional teams 📃 Skills: LLMs, APIs, SQL, AI, MachineLearning, Prompting, Experimentation, Automation, Architecture, VoiceModels, WorkflowAutomation 🏢 Description: Why Jerry.ai?We are building the first super app to manage car ownership—an industry where the experience is stuck in the 90s.More than 80% of Americans see car ownership as a necessity, yet costs now exceed 20% of average household income.Lead a strategic area leveraging LLMs, agents, and internal APIs to automate a fragmented, $2T market.Work alongside leaders in AI to integrate Jerry.ai services directly into the ChatGPT App and pioneer new model capabilities. Lead the AI Revolution for Jerry.ai:Are you a technical product manager ready to own the evolution of an AI-powered customer experience? At Jerry.ai, we are moving past fragmented, time-consuming processes to create a seamless, automated platform.You will sit at the intersection of product, engineering, and applied AI, building and scaling a sophisticated system that already automates >70% of inbound sales and service requests. Your role will include defining how modern LLM systems, human-in-the-loop feedback, and computer-use agents redefine an entire industry, not just optimizing flows. How You Will Make an Impact:Lead end-to-end development for our AI platform and customer experiences, from initial roadmap to global rollout.Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails—balancing latency, cost, and accuracy.Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards.Drive systematic improvement in answer quality, customer satisfaction, and automation rates through rigorous experimentation.Work with partners at OpenAI to evaluate and deploy the next generation of voice models and workflow automation. What We’re Looking For in a Builder:Intrinsically Motivated Technologist: You live and breathe AI. You’re the first to read the release notes when a new model drops and you’ve already built your own custom workflows.Systems Thinker: You are comfortable diving into technical conversations about API design and system architecture, translating complex concepts for any audience.Optimistic Problem-Solver: You are a "how can we" thinker who seeks constant improvement and thrives on owning high-impact metrics.Data-Driven with Conviction: You are familiar with SQL and comfortable diving into the data to answer your own questions and validate hypotheses. Ideal Profile:4+ years of experience in management consulting or technical product management at a fast-paced startup.Proven interest in modern LLM systems and a desire to work in a regulated production environment.Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards.A track record of taking complex, strategic ideas and turning them into scalable, production-grade products.While we appreciate your interest and application, only applicants under consideration will be contacted.Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.aiThe successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.About Jerry.aiJerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all.We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing.Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.Compensation Range: $150K - $200K

🏢 Summary: Jerry.ai is hiring an Organic Growth Lead to own SEO and Answer Engine Optimization strategy, leading AI-powered content production and editorial standards for insurance and automotive-related content. The role focuses on building scalable content systems that rank on search engines and earn citations from AI platforms like ChatGPT and Gemini while driving customer acquisition. 🗂️ Requirements: Bachelor’s degree, Experience with SEO and AEO content strategy, Ability to build and manage AI-powered content workflows, Strong editorial and content quality judgment, Experience using LLMs for drafting, research, and automation, Knowledge of AI answer engines and content discovery systems, Ability to enforce factual accuracy and sourcing standards, Must reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada 📃 Skills: SEO, AEO, LLMs, ChatGPT, Claude, Gemini, Perplexity, AI, QA, Analytics, Automation 🏢 Description: Why We Exist Your car and your home are your most important assets, yet the experience of owning them is stuck in the 90s. Every part of the journey - insurance, repairs, financing, maintenance - is fragmented, complicated, and expensive. Jerry.ai is building the first app to manage it all. We started with car insurance in 2019, became one of the top three brokers in the country, then added driving insights, diagnostics, and a repair marketplace. We've reached 5M+ customers, raised $240M+, scaled revenue 70x, and became profitable in early 2024. Why We're Hiring Content is how millions of people find us. Every article, guide, and FAQ we publish either earns a click, a citation, and a customer, or diminishes our online reputation. The discovery landscape is rapidly evolving. Ranking on Google search is no longer the only thing that matters. When someone asks ChatGPT or Claude how to lower their car insurance after an accident, we want to show up in the answer they get. Most brands that rely on trust and reputation (e.g. financial services, insurance, healthcare, etc) haven't yet figured out how to win in AEO (Answer Engine Optimization). We intend to be among the first. We're hiring an Organic Growth Lead to lead Jerry's content quality and output (on jerry.ai and on external platforms), and to build and lead the system that makes us authoritative everywhere our customers look for answers. Why You Will (Or Won't) Like Working Here Lean team. You will have one direct report, AI agents, and a freelance bench. The editorial output is dictated by you, and you will set the bar through your own work. The metric is customers converted, not page views. You will own traffic and AI-citation targets that directly impact top and bottom line growth, not page visits or impressions. We are rebuilding our AI-native content system. You will design and operate the brief-to-publish pipeline including LLM prompts, QA gates, human-edit checkpoints, and be accountable for what ships. Insurance content has a zero-tolerance accuracy standard. YMYL finance content cannot be "close enough." Every factual claim needs sourcing; every edge case needs verification. AI drafts require genuine human judgment to clear the bar, not a light read. What You'll Own How customers find us on Google and LLMs: Build content that ranks on Google and earns citations in ChatGPT, Perplexity, and Gemini about insurance, maintenance, or repairs. Figure out how to structure pages so AI answer engines surface Jerry's answers. Extend that visibility by staying on top of how SEO & AEO developes, to make sure that your content puts Jerry in front of people who've never been to jerry.ai. Track where Jerry shows up and where it doesn't, and close the gaps. Content strategy: Own Jerry's editorial engine across jerry.ai and external channels — what we publish, where, and why — with organic traffic and customer acquisition targets attached. Set the roadmap and defend resource allocation against competing priorities. AI-powered content production: Design and operate a content production system built to scale: brief → AI draft → human edit → QA → publish. Build the quality controls and drift metrics that prevent output from degrading as volume grows. The call on what AI handles and where a human stays in the loop is yours to make. Credibility at scale: Set and enforce Jerry's editorial standards across writers and AI agents. Content that touches someone's insurance or financing decision carries real credibility requirements — named authors, sourced claims, transparent review processes. Build that infrastructure and hold it. What You Bring Editorial taste. You understand that there’s a million ways to say the same thing and that every word matters. You have an eye for writing that is both engaging and compelling, and that works for both humans and LLMs. Insatiable desire to learn. This role requires mastery over domains that are rapidly and constantly evolving (e.g. how answer engines like ChatGPT, Gemini, Claude, Perplexity, or others find, evaluate and surface information to users, how information suppliers like Jerry.ai can optimize discovery of our content, etc.) Passion for AI. You’re an LLM power user. You know how to expertly wield it to draft, research, synthesize, automate, and amplify your impact. Bachelor’s degree. The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. We’re fully remote with offices in Palo Alto, New York, Chicago, and Toronto. Compensation Range: $150K - $190K

🏢 Summary: Senior Editor-in-Chief role focused on building and scaling an AI-native content operation for insurance and personal finance topics. The position owns SEO, AEO, editorial quality, AI-assisted publishing workflows, and organic growth targets across search and AI answer engines. The role combines hands-on editorial leadership with management of AI-driven content systems and compliance for high-accuracy YMYL content. 🗂️ Requirements: 7+ years in content and editorial roles, 3+ years leading SEO-driven content programs, Experience with AI-assisted content pipelines in production, Experience in regulated or high-stakes content categories, Hands-on use of LLMs for drafting and research, Fluency with SEO analytics and traffic reporting tools, Experience managing writers or freelance contributors, Portfolio demonstrating editorial judgment and accuracy 📃 Skills: SEO, AEO, LLMs, ChatGPT, Claude, Gemini, Semrush, Ahrefs, GA4, GSC, Surfer, Clearscope, MarketMuse, Frase, Sitefire 🏢 Description: Why We Exist Your car and your home are your most important assets, yet the experience of owning them is fragmented, complicated, and expensive. Jerry.ai is building an app to manage insurance, repairs, financing, and maintenance. We started with car insurance in 2019, became one of the top three brokers in the country, then added driving insights, diagnostics, and a repair marketplace. We've reached 5M+ customers, raised $240M+, scaled revenue 70x, and became profitable in early 2024. Why We're Hiring Content is how millions of people find Jerry. Every article, guide, and FAQ published either earns a click, citation, and customer, or diminishes online reputation. The discovery landscape is evolving rapidly. Ranking on Google search is no longer the only priority. The company aims to appear in answers generated by AI tools such as ChatGPT and Claude and become an early leader in AEO (Answer Engine Optimization). The company is hiring an Editor-in-Chief to lead content quality and output across platforms and build the system that establishes authority wherever customers seek answers. Why You Will Like Working Here - Lean editorial team with one direct report, AI agents, and freelance contributors - Editorial output and quality standards owned by the Editor-in-Chief - Success measured by customer conversions, traffic, and AI citations - Ownership of AI-native content workflows including prompts, QA gates, and publishing systems - High editorial accuracy standards for YMYL finance and insurance content What You'll Own Content strategy: - Own the editorial engine across company platforms - Define roadmap, architecture, resource allocation, and traffic/conversion targets - Develop strategy and execute measurable growth goals AI-native production: - Design and manage AI-assisted workflows from brief to publish - Build prompt libraries, QA gates, and quality-drift metrics - Define where AI is used and where human oversight is required SEO, AEO, and off-domain authority: - Build content clusters that rank on Google and earn citations from AI answer engines - Structure content using answer capsules, question-based headings, FAQ schema, and entity optimization - Track citation visibility and improve performance across AI platforms E-E-A-T and YMYL compliance: - Maintain editorial voice and style guidelines - Establish sourcing discipline, editorial review processes, and transparent credentials - Ensure accuracy standards for regulated finance content Who You Are - Strong writer and editor capable of improving AI-generated drafts - Systems-oriented thinker comfortable with workflows, templates, and QA checkpoints - Experienced in shipping AI-assisted content systems in production - Practitioner of AEO with knowledge of AI answer engine optimization - Experienced in regulated content categories such as insurance, finance, healthcare, or legal What You'll Bring - 7+ years in content and editorial roles - 3+ years leading SEO-driven content programs in consumer, fintech, insurtech, marketplace, media, or affiliate environments - Proven organic growth achievements with measurable results - Hands-on command of ChatGPT, Claude, Gemini, and SEO/content tools including Sitefire, Surfer, Clearscope, MarketMuse, or Frase - Fluency in GSC, Semrush or Ahrefs, and GA4 - Experience managing writers or freelance contributors while producing content personally - Portfolio demonstrating editorial judgment, voice, and accuracy Additional Information - Remote hiring limited to candidates residing in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada - Compensation range: $150K - $190K - Benefits include health, dental, vision, paid time off, paid parental leave, 401(k) matching, wellness benefits, and potential equity grants

🏢 Summary: Data Science & Analytics role embedded within core business units (growth, product, AI, partnerships), owning end-to-end analytics, defining metrics, running analyses and experiments, and driving strategic decisions to scale the business from 5M to 50M customers. 🗂️ Requirements: 4+ years experience in consulting, investment banking, or high-growth technology company, Strong analytical skills with ability to independently pull, structure, and interpret data, Proficiency in SQL or Python, Experience owning ambiguous problems and delivering measurable impact, Ability to influence leadership through clear, data-driven communication 📃 Skills: SQL, Python, Clickhouse, Metabase, Jupyter, GitHub 🏢 Description: Why We’re Hiring Our Data Science & Analytics team has been a force multiplier and accelerant to our business, driving data and insights across product, growth, tech, and operations. As our business expands, we are hiring 4–6 team members to drive impact in Growth Marketing, Product Development, AI & Automation, and Strategic Partnerships. Why You Will (Or Won't) Like Working Here No slides: The only work that gets done is work that materially changes the trajectory of the business — important products, new growth channels, key metrics, and critical partner relationships. No corporate fluff: The team consists of analytical problem solvers who own critical domains. There is no bloat, unnecessary meetings, or waiting for approvals. Hands-on: This is not a pure strategy role. You will own execution, surface analytical insights, drive decisions, and see them through end-to-end. What You'll Own You will sit on the central Data Science & Analytics team and be embedded in one of the core business areas — growth, product, AI and automation, or strategic partnerships — owning the analytical function end-to-end. Define the right problems: Understand what business question an analysis answers and what decision it informs. Push back if the question is flawed. Data and insights: Define metrics, build reports, run analyses, design experiments, and surface insights that move key metrics. Drive outcomes: Present recommendations to product, growth, finance, or operations counterparts, explain what is happening and why, and define next steps. Who You Are First principles thinker: Break ambiguous problems into clear hypotheses before touching data. Comfortable with SQL or Python, and focused on solving the right problem. Direct communicator: Able to walk skeptical stakeholders through complex findings and gain buy-in. Write clearly and speak precisely. Owner: Take responsibility for outcomes and proactively fix problems, even outside your immediate scope. What You'll Bring 4+ years of experience at a consulting firm, investment bank, or high-growth technology company. Strong analytical skills with the ability to independently pull, structure, and interpret data. Track record of owning ambiguous problems and delivering impact. Clear, persuasive communicator who can influence leadership-level decisions. Our Tools SQL (Clickhouse), Metabase, Python, Jupyter Hub, GitHub. Compensation and Benefits Starting pay range: $150K - $170K, determined by skills, experience, qualifications, work location, and market conditions. Compensation may include equity grants. Comprehensive benefits package includes health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, wellness benefits, and other employee benefits. Equity opportunities may be part of the total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.