Senior Technical Product Manager, AI Engineering & Systems

🏢 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 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 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: 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: 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: 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.

🏢 Summary: Hands-On Engineering Manager role focused on building and orchestrating AI-native, agentic systems for real-time voice and chat in banking. The position combines deep backend distributed systems expertise with LLM-driven multi-agent architectures to deliver low-latency, production-grade AI products. You will lead a high-performance team while remaining hands-on in architecting and shipping scalable, reliable AI systems. 🗂️ Requirements: 8+ years backend engineering experience in distributed systems, Experience building low-latency systems (voice, telephony, streaming, chat), 3+ years working with LLM-powered or AI-driven systems in production, Hands-on experience integrating and orchestrating LLMs, 2+ years engineering management or technical leadership experience, Strong proficiency in TypeScript and/or at least two backend languages (Node.js, Go, Java, Rust), Deep understanding of distributed systems, concurrency, and reliability, Experience deploying AI systems in cloud environments, Experience designing agentic workflows and multi-agent systems 📃 Skills: TypeScript, Node.js, Go, Java, Rust, LLMs, AgenticAI, DistributedSystems, Concurrency, Telephony, Streaming, APIs, Cloud, ReinforcementLearning, Monitoring, Observability 🏢 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.

🏢 Summary: Senior or Staff Product Engineer role focused on building and shipping intuitive, high-performance end-to-end web product experiences in an AI-native accounting platform. The position involves owning full-stack feature delivery from UI to server-side logic, collaborating directly with leadership and design, and setting engineering best practices. The role requires strong frontend expertise, cloud infrastructure knowledge, and hands-on work with modern AI tooling. 🗂️ Requirements: 5+ years of full-stack product engineering experience, Proven experience building and shipping production web applications, Strong practical experience with React and TypeScript, Experience designing and working with AWS or GCP cloud infrastructure, Ability to design and implement scalable server-side logic, Experience delivering end-to-end features from frontend to backend, Ability to work on-site 4–5 days per week in Wrocław 📃 Skills: TypeScript, React, Node.js, AWS, GCP, Terraform, PostgreSQL, OpenAI, Azure, GitHub, Figma, LLM 🏢 Description: ABOUT THE COMPANY We're an applied AI company building an AI-native alternative to legacy accounting software — a market worth tens of billions in annual recurring revenue. Our mission is to help entrepreneurs focus on what matters in their business and life, and to help their accountants become more strategic. We've raised $20M from a group of top-tier investors and have grown ARR 60% month-on-month since our public launch. We now serve thousands of businesses and are expanding our product to serve accountants directly — creating a two-sided platform where both business owners and their accountants use and recommend us. We're at an early but proven stage, moving fast, and building a world-class engineering team in Wrocław to match our ambition. ABOUT THE ROLE We're looking for a Senior or Staff Product Engineer with a strong track record of building intuitive, performant end-to-end product experiences. The defining quality of this role is craft — you care deeply about how things feel to use, and you're energised by the opportunity to make software feel like magic because AI is doing real work behind the scenes. You'll work directly with the CEO, Operations, AI, and Design teams to scope and ship user-facing features. There's no product manager layer here — you'll engage directly with users, iterate quickly, and own the quality of what you deliver from UI through to server-side logic. WHAT YOU'LL WORK ON End-to-end feature delivery Work directly with the CEO, Operations, AI, and Design teams to scope and ship polished, scalable user-facing features with beautiful UI components and robust server-side logic. Engineering best practices Redefine what best-in-class software development looks like for the team. You'll set the standard, not follow it. Technology evaluation Continuously research and evaluate new technologies to improve the speed, scalability, and performance of the product. Bring recommendations and drive adoption. User-focused iteration Engage directly with users to understand how the product is being used, iterate quickly, and deliver experiences that feel genuinely polished — not just functional. WHAT WE LOOK FOR 5+ years of full-stack product engineering A strong track record building and shipping full-stack production web applications that real users depend on. Modern frontend fluency Deep practical experience with React and TypeScript. You write frontend code that is fast, accessible, and maintainable — and you have an eye for detail in UI. Cloud infrastructure experience Familiarity with AWS or GCP architecture and design patterns, and an understanding of how infrastructure choices affect product performance and reliability. Strong communication Clear written and verbal communication. You can articulate trade-offs, give and receive direct feedback, and work well without a lot of process around you. Bonus Experience as a founder or early founding team member. Familiarity with modern LLM tooling and AI-assisted development (Cursor, Claude Code, etc). Background in finance or accounting. TECH STACK TypeScript, React, Node.js, AWS, Terraform, PostgreSQL, OpenAI, Azure AI. The team uses GitHub, Slack, Linear, Figma, and Notion day to day. THE TEAM Small, senior, and in-person. The office is in central Wrocław, next to the main train station. The expectation is 4–5 days a week in the office — this is a deliberate choice, not a compromise. Relocation support is available for the right candidate. COMPENSATION & BENEFITS Salary $130,000 – $190,000 USD depending on experience, plus competitive equity. Wellness and commute stipend $100 per month. Hardware Premium hardware provided — MacBook Pro and AirPods. Food Daily in-office lunch and dinner. Time off 20 PTO days plus 9 US public holidays. Relocation Support available for candidates relocating to Wrocław.