Technical Product Manager, AI Engineering & Systems

🏢 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 development and scaling of a customer-facing Agentic AI platform using LLMs, APIs, and workflow automation to improve sales and service experiences. The role focuses on building AI systems, defining prompt and evaluation strategies, and collaborating with engineering and AI partners to deploy advanced automation and voice models. Candidates should have experience in technical product or engineering roles and strong expertise in modern AI systems and data-driven experimentation. 🗂️ Requirements: 4+ years in a technical role such as forward deployed engineering or technical product management, Experience with AI systems and modern LLMs, Ability to design and scale production-grade AI products, Knowledge of API design and system architecture, Experience translating technical concepts across teams, SQL proficiency, Experience with experimentation and evaluation frameworks, Ability to balance latency, cost, and accuracy in AI systems, Must currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada 📃 Skills: LLMs, SQL, APIs, AI, Automation, Voicebot, Architecture, Prompting, Experimentation, Chatbots 🏢 Description: Why Jerry.ai? Join a pre-IPO startup with capital ($240M raised), traction (5M+ customers), and profitability. Impact Come lead our customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs to create a customer experience. Work with partners like OpenAI to integrate services directly into the ChatGPT App and pioneer new model capabilities. Accelerated career growth The organization has a flat structure, ambitious goals, and opportunities for growth. This role reports directly to the COO and leads a major growth initiative. Why this role exists The company is building an app to manage car and home ownership across buying, insurance, maintenance, repairs, and selling. Existing AI infrastructure already automates a large share of customer interactions, but prompt systems and AI workflows are fragmented across multiple systems. This role will own the roadmap and platform direction for future AI initiatives including voicebots, computer-use agents, and consumer AI applications. 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 - Establish AI best practices and platform standards across the organization - Drive improvements in answer quality, customer satisfaction, and automation rates through experimentation - Work with OpenAI partners to evaluate and deploy next-generation voice models and workflow automation Who you are - Technologist with strong interest in AI systems and modern models - Systems thinker comfortable with API design and system architecture - Experimenter who continuously explores emerging AI capabilities - Data-driven and comfortable using SQL to analyze data and validate hypotheses - Pragmatic in navigating technical tradeoffs and implementing standards Ideal experience - 4+ years of experience in a technical role such as forward deployed engineering or technical product management at a fast-paced startup - Passion and curiosity for AI systems including modern LLMs - Track record of turning strategic concepts into scalable, production-grade products Benefits and compensation - Competitive compensation with potential equity grants - Health, dental, and vision coverage - Paid time off and paid parental leave - 401(K) plan with employer matching - Wellness benefits - Fully remote environment with offices in Palo Alto, New York, Chicago, and Toronto - Salary range: $160K - $210K

🏢 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 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 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: 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: 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: 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: 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: Hands-On Engineering Manager role focused on building and shipping AI-native, agentic banking products that operate across voice, chat, and digital channels. The position involves architecting low-latency distributed backend systems, orchestrating multi-agent LLM workflows, and leading a high-performance engineering team while remaining deeply hands-on. The goal is to deliver production-grade AI systems that autonomously power real-time financial customer experiences. 🗂️ Requirements: 8+ years backend engineering experience, Experience building distributed systems, Experience with low-latency systems (voice, telephony, streaming, chat), 3+ years working with LLM-powered or AI-driven systems in production, Hands-on experience integrating systems with LLMs, 2+ years engineering management or technical leadership experience, Experience designing and orchestrating agentic workflows, Proficiency in Typescript and/or at least two backend languages, Strong understanding of distributed systems, concurrency, reliability, Experience deploying AI systems in cloud environments, Experience building high-concurrency, fault-tolerant systems, Experience implementing observability, monitoring, and testing for production systems, Experience ensuring security and safe handling of financial data 📃 Skills: Typescript, Node.js, Go, Java, Rust, LLM, AgenticAI, DistributedSystems, Concurrency, Telephony, Streaming, Chat, APIs, Cloud, Observability, Monitoring, Testing, Security, ReinforcementLearning, MultiAgentSystems 🏢 Description: Banking is being reimagined—and customers expect every interaction to be easy, personal, and instant. We are building a universal banking assistant that millions of U.S. consumers can use to transact across all financial institutions and, over time, autonomously drive their financial goals. Powered by our proprietary BankGPT platform, this assistant is positioned to displace age-old legacy systems within financial institutions and own the end-to-end CX stack, unlocking a $200B opportunity and potentially replacing multiple publicly traded companies. Ultimately, our mission is to drive financial well-being for millions of consumers. With over two-thirds of Americans living paycheck to paycheck, 50% holding less than $500 in savings, and only 17% financially literate, we aim to put financial well-being on autopilot to help solve this problem.About the Role We are building AI-native, agentic products that redefine how customers interact with financial institutions across voice, chat, and digital channels. We are looking for a Hands-On Engineering Manager – Agentic AI Products who operates with an AI-first mindset, has deep backend systems experience, and is comfortable orchestrating multiple AI agents to ship production-grade systems. This role requires someone who: Has built complex distributed backend systems Understands low-latency architectures (voice, telephony, streaming, chat) Is fluent in modern agentic AI engineering Thinks like a founder Leads by building Raises the engineering bar You will architect, review, code, debug, and ship along with building your high performance engineering team. What You'll Do 1. Lead with an AI-First Engineering Mindset Drive AI-first thinking across product architecture and execution. Embed LLMs, multi-agent systems, and structured reasoning into customer-facing workflows. Champion agentic engineering principles across your team. Evaluate and adopt emerging AI capabilities pragmatically and responsibly. Raise the quality bar for AI-generated and human-written code alike. 2. Build and Orchestrate Agentic Systems Architect and implement systems that coordinate multiple AI agents with memory, planning, reflection, and tool use. Be hands-on in coding, agent loop design, evaluation, and reinforcement strategies. Actively participate in the code base Design orchestration layers that convert AI reasoning into reliable execution. Build control frameworks around LLMs for grounding, safety, and deterministic behavior. Develop evaluation pipelines to ensure agents meet production standards. 3. Own Low-Latency, High-Concurrency Backend Systems Design distributed backend systems serving real-time voice and chat interactions. Optimize latency-sensitive systems across telephony, streaming, and API layers. Build event-driven architectures that handle high concurrency and fault tolerance. Implement state management and memory layers for conversational agents. Drive reliability, failover, and graceful degradation strategies. 4. Ship Production-Ready AI Products Ensure AI-generated outputs translate into robust, testable, production-quality code. Maintain high standards for observability, monitoring, and debugging. Build automation and testing strategies for agent-based systems. Ensure security, compliance, and safe handling of financial data. Create durable systems that scale with increasing AI complexity. Lead by example in adopting AI tooling (Cursor, Claude Code, LLM automation) to improve engineering velocity and code quality 5. Operate Like a Founder Demonstrate extreme ownership across product, architecture, and delivery. Drive clarity in ambiguous problem spaces. Move quickly without compromising engineering rigor. Build and grow a high-performance team with bias to action. Set culture around accountability, urgency, and craftsmanship. Required Qualifications 8+ years of backend engineering experience building distributed systems. Strong experience with low-latency systems such as: Voice / telephony platforms Real-time streaming systems Chat or messaging architectures 3+ years working with LLM-powered or AI-driven systems in production Hands on experience building systems that interface with LLMs. 2+ years experience in engineering management or technical leadership with a proven ability to grow and mentor engineers Hands-on experience designing and orchestrating agentic workflows. Strong proficiency in Typescript and/or at least two backend languages (Node.js, Go, Java, Rust etc) Deep understanding of distributed systems, concurrency, and reliability. Experience managing engineers while remaining deeply hands-on. Experience deploying AI systems in cloud environments. Product Mindset: You care deeply about the product experience Strongly Preferred Experience building AI-native customer-facing products. Experience in Fintech or regulated environments. Familiarity with multi-agent architectures and reasoning frameworks. Experience with reinforcement learning or adaptive optimization loops. Experience building structured evaluation and monitoring for AI agents. Who You Are You care deeply about engineering quality and raise the bar for everyone around you. You demonstrate AI-first approaches when solving problems. You move fast and take ownership beyond your scope. You operate with founder-level urgency and accountability. You build teams that execute with discipline and craftsmanship. You are comfortable orchestrating multiple AI agents to produce production-ready outcomes. What Makes This Role Matters? Agentic engineering is changing how products are built. This role defines how: AI systems reason in real time Voice and chat agents operate under latency constraints Financial workflows become autonomous yet safe Multiple AI agents collaborate to produce deterministic, high-quality outcomes You will lead the engineering effort that transforms AI from an assistant into a production-grade system embedded deeply into customer experiences. We value in-person time for planning, problem-solving, and connection. Team members in this role must live within commuting distance of our Palo Alto or San Francisco office hub and this is an -site role. Compensation: Base Salary is expected to be between $200,000 - $240,000, plus performance bonus and equity options Exact compensation may vary based on skills and location. The base salary range represents the minimum and maximum of the salary range for this position based at our Palo Alto headquarters. The actual base salary offered for this position will depend on numerous factors, including individual proficiency, anticipated performance, and the location of the selected candidate. Our base salary is just one component of out competitive total rewards package, which also includes equity awards (a new hire grant), competitive health and wellness benefits. What We Offer 100% paid health, dental & vision care 401(k) match & financial wellness perks Discretionary PTO + paid parental leave Mental health, wellness & family benefits A mission-driven team shaping the future of banking At Interface.ai, we are committed to providing an inclusive and welcoming environment for all employees and applicants. We celebrate diversity and believe it is critical to our success as a company. We do not discriminate on the basis of race, color, religion, national origin, age, sex, gender identity, gender expression, sexual orientation, marital status, veteran status, disability status, or any other legally protected status. All employment decisions at Interface.ai are based on business needs, job requirements, and individual qualifications. We strive to create a culture that values and respects each person's unique perspective and contributions. We encourage all qualified individuals to apply for employment opportunities with Interface.ai and are committed to ensuring that our hiring process is inclusive and accessible.