Remote Customer Support Agent (P&C)

🏢 Summary: Customer Support Agent role supporting existing insurance policyholders by handling inbound calls, processing policy changes, and answering coverage-related questions. The position focuses on customer retention and service within a fast-growing fintech app, with remote work options and licensing support provided. 🗂️ Requirements: 2+ years call center experience, Ability to handle inbound customer calls, Experience processing service requests and policy changes, Ability to multitask and manage competing priorities, Willingness to obtain P&C license within 60 days 📃 Skills: CallCenter, CustomerSupport, Insurance, PolicyProcessing, Multitasking, InboundCalls, PCLicense 🏢 Description: About the Opportunity: Come join one of the fastest-growing fintech startups in the U.S. We are looking for a Customer Support Agent to join our growing team. In this role, you will be responsible for helping our existing customers make changes to their current insurance policies from one of our 55+ insurance carrier partners. From processing service changes to answering questions regarding policy details, you will support our customers with enthusiasm and care. How you will make an impact: - Respond to inbound calls from existing customers - Process service requests such as adding/removing vehicles and drivers, adding lienholder information, sending policy documents, etc. - Help customers with questions regarding existing insurance policies, including coverages and policy benefits, and make changes to existing policies - Work to retain policyholders by actively finding solutions for customers who are at risk of cancellation Who you are: - Able to multitask and manage multiple competing priorities - Passionate about helping others - 2+ years of experience working in a call center environment Compensation and perks: - Hourly wage: $19.00 - $21.00 - P&C license paid for (expected within 60 days after starting) - Medical, dental, vision insurance, 401K match - Ability to work remotely (work equipment provided) - Ongoing training and mentorship from leadership team - Flexible scheduling options: 5-day, 8-hour schedule or 4-day, 10-hour workweek - Comprehensive benefits package including health, dental, vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, wellness benefits, and potential equity opportunities Equal Employment Opportunity: We are proud to be an Equal Employment Opportunity employer and prohibit discrimination based on legally protected characteristics. Reasonable accommodations are available for individuals with disabilities during the job application process.

🏢 Summary: The offer is for a Call Center Agent role supporting existing insurance customers by handling inbound calls, processing policy changes, and answering coverage-related questions. The position focuses on customer service, policy servicing, and retention within a fast-growing fintech environment. The company provides paid P&C licensing, remote work equipment, and comprehensive benefits. 🗂️ Requirements: 2+ years of call center experience, Ability to handle inbound customer calls, Experience processing service requests and policy changes, Ability to multitask and manage competing priorities, Willingness to obtain P&C license within 60 days 📃 Skills: CallCenter, CustomerService, Insurance, PolicyProcessing, Multitasking, P&C 🏢 Description: About the Opportunity: Come join one of the fastest-growing fintech startups in the U.S. On a mission to help car owners save time and money on one of their most expensive and high maintenance assets, the company has amassed over 4M customers since launching its mobile app in 2019 and expanded beyond insurance shopping to refinancing, safety, and repairs. Description: We are looking for a Call Center Agent to join the growing team. In this role, you will be responsible for helping existing customers make changes to their current insurance policies from one of 55+ insurance carrier partners. From processing service changes to answering questions regarding policy details, you will support customers with enthusiasm and care. How you will make an impact: - Respond to inbound calls from existing customers - Process service requests such as adding/removing vehicles and drivers, adding lienholder information, sending policy documents, etc. - Help customers with questions regarding existing insurance policies, coverages, policy benefits, or make changes to existing policies - Work to retain policyholders by actively finding solutions for customers at risk of cancellation Who you are: - You can multitask and manage multiple competing priorities - You are passionate about helping others - 2+ years of experience working in a call center environment Compensation and perks: - Hourly wage: $19.00 - 21.00 - P&C license paid for (expected within 60 days after starting) - Medical, dental, vision insurance, 401K match - Ability to work remotely (work equipment provided) - Ongoing training and mentorship - Flexible scheduling options (5-day, 8-hour schedule or 4-day, 10-hour workweek) Additional Information: The successful candidate’s starting pay will fall within the listed range based on job-related factors including skills, experience, qualifications, work location, and market conditions. Compensation may include opportunities for equity grants. A comprehensive benefits package is offered to regular employees, including 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. Part-time, contract, or freelance roles may not be eligible for certain benefits.

🏢 Summary: Opportunity to join a fast-growing fintech startup as a Call Center Agent supporting existing insurance customers with policy changes and inquiries. The role focuses on handling inbound calls, processing service requests, and retaining policyholders through effective problem-solving. Remote work, paid P&C licensing, and flexible scheduling options are offered. 🗂️ Requirements: 2+ years call center experience, Ability to multitask and manage competing priorities, Strong customer service orientation, Ability to handle inbound calls and process policy changes, Willingness to obtain P&C license within 60 days 📃 Skills: CustomerService, CallCenter, Insurance, PolicyProcessing, Multitasking, Retention, P&C 🏢 Description: About the Opportunity: Come join one of the fastest-growing fintech startups in the U.S! We are on a mission to help car owners save time and money on one of their most expensive and high maintenance assets. Since launching our mobile app in 2019, we have amassed over 4M customers, and expanded beyond insurance shopping to refinancing, safety and repairs to become the #1 rated AllCar app in the App Store. We are looking for a Call Center Agent to join our growing team! In this role, you will be responsible for helping our existing customers make changes to their current insurance policies from one of 55+ insurance carrier partners. From processing service changes to answering questions regarding policy details, you will support customers with enthusiasm and care. How you will make an impact: - Respond to inbound calls from existing customers - Process service requests such as adding/removing vehicles and drivers, adding lienholder information, sending policy documents - Help customers with questions regarding existing insurance policies, coverages, policy benefits, or make changes to existing policies - Work to retain policyholders by actively finding solutions for customers who are at risk of cancellation Who you are: - You can multitask and manage multiple competing priorities - You are passionate about helping others - 2+ years of experience working in a call center environment Compensation and perks: - Hourly wage: $19.00 - 21.00 - P&C license paid by the company (expected within 60 days after starting) - Medical, dental, vision insurance, 401K match - Ability to work remotely (work equipment provided) - Ongoing training and mentorship from the leadership team - Access to an extensive portfolio of over 55 insurance carriers and products - Flexible scheduling options: 5-day, 8-hour schedule or 4-day, 10-hour workweek The successful candidate’s starting pay will fall within the listed range, determined based on job-related factors including skills, experience, qualifications, work location, and market conditions. Compensation may include opportunities for equity grants. The comprehensive benefits package includes 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. Part-time, contract, or freelance roles may not be eligible for certain benefits.

🏢 Summary: Product Manager role on the Growth team focused on optimizing and scaling the insurance sign-up and purchase funnel. The position involves owning funnel improvements, launching features, driving A/B tests, and partnering closely with engineering across time zones. It offers high ownership, fast product cycles, and direct exposure to growth leadership. 🗂️ Requirements: 2+ years in management consulting, product management, or product/business operations, Experience owning ambiguous projects and delivering clear outputs, Experience with funnel analysis and A/B test interpretation, Ability to synthesize structured and unstructured data into actionable insights, Strong written and verbal communication skills, Willingness to maintain daily overlap with China business hours 📃 Skills: ABtesting, FunnelAnalysis, Analytics, DataAnalysis, Experimentation, ProductManagement 🏢 Description: Why we’re hiring this role Car insurance is the core product, and the Growth team owns the entire sign-up and purchase funnel, from first user discovery to completed insurance policy purchase. As customer volume grows, the number of insurance carriers expands, and additional products are introduced, product complexity continues to increase. We are hiring a Product Manager to learn the product from the ground up and take increasing ownership of funnel improvements and feature launches. Why You Will (Or Won't) Like Working Here Direct exposure: You will report directly to the VP of Growth with visibility to the c-suite team. Overseas engineering team: The engineering team is largely based in China. You will need to maintain 3–4 hours of daily overlap with China business hours. Small team: The growth team has 3 PMs (including this hire) with a large scope of ownership. Fast shipping culture: Weekly sprints with product launches typically within 1–2 months. What You'll Own Phase 1: - Conduct structured product walkthroughs to map user journeys and identify friction points - Own user feedback monitoring by synthesizing app reviews, support tickets, and research into actionable insights - Drive bug triage and resolution with Engineering to ensure quality issues are prioritized and closed Phase 2: - Own end-to-end delivery of product initiatives such as landing pages and compliance-driven features - Contribute to A/B test design, funnel analysis, and experiment interpretation - Expand ownership into more complex funnel improvements over time Who You Are - Structured problem solver comfortable breaking ambiguous problems into clear hypotheses - Diligent with strong follow-through - Curious about customer psychology and user behavior - Strong communicator across engineering, design, analytics, and marketing teams What You'll Bring - 2+ years of experience in management consulting, product management, or product/business operations - Track record of independently owning ambiguous work and delivering clear outputs - Comfort with funnel analysis, A/B test interpretation, or structured data work - Strong written and verbal communication skills - Willingness to maintain regular daily overlap with China business hours Compensation and Benefits The successful candidate’s starting pay will fall within the listed pay range, determined based on job-related factors such as skills, experience, qualifications, work location, and market conditions. Compensation may include base salary and equity grants. Benefits include health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, wellness benefits, and other comprehensive employee benefits. Part-time, contract, or freelance roles may not be eligible for certain 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 strategy and evolution of a customer-facing Agentic AI platform, consolidating prompts, optimizing chatbot prioritization, and driving architectural decisions across LLM-powered systems. Own emerging AI initiatives such as voicebot and computer use, while managing integrations with OpenAI and internal tools. Work hands-on with prompt engineering and cross-functional teams to scale production-grade AI products. 🗂️ Requirements: 3+ years in a technical role (e.g., forward deployed engineering, technical product management) in a fast-paced startup, Experience with modern LLMs and AI systems, Ability to design and discuss API architecture and system design, Experience building scalable, production-grade AI products, Proficiency in SQL for data analysis, Hands-on experience with prompt engineering, Ability to manage technical prioritization and platform strategy 📃 Skills: LLMs, OpenAI, SQL, APIs, Prompting, GitHub, Replit, CRM, Voicebot, AI 🏢 Description: Why Jerry.ai? Join a pre-IPO startup with significant capital raised, strong customer traction, and profitability. Lead our customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs to create a seamless experience for customers. Work with partners like OpenAI to integrate services directly into the ChatGPT App and pioneer new model capabilities. You will report directly to the COO and drive one of the company’s most important growth levers. Why we’re hiring this role: Owning a car or home is fragmented, complicated, and expensive. We are building the first app to manage the entire journey — buy/sell, insurance, maintenance, and repairs. We were early adopters of generative AI, building in-house infrastructure to automate sales and service conversations, which now handles a significant share of customer interactions end-to-end. However, prompts and AI workflows are distributed across multiple systems with no unified platform or ownership. This role will own consolidation, strategy, and future AI investments including voicebot and computer use. How you’ll make an impact: Your scope covers maintaining the current AI platform while driving architectural decisions for its future state. In the first few months you will: - Learn and contribute to the prompt engineering workflow - Write and update prompts - Understand how tech stacks such as Propelix, Botly, CRM, GitHub, and Replit interact - Identify system bottlenecks You will then own: - Prompt consolidation strategy and migration to a unified platform - Technical prioritization of chatbot initiatives - Coordination across engineering, data, and operations - Evaluation and investment decisions in emerging technologies such as voicebot and computer use - Relationship with OpenAI and presence in the ChatGPT store Who you are: - Technologist deeply engaged with AI advancements and model releases - Systems thinker comfortable with API design and architecture discussions - Experimenter continuously exploring new AI capabilities - Data-driven and proficient in SQL - Pragmatic in navigating technical tradeoffs and setting AI platform standards Ideal experience: - 3+ years in a technical role such as forward deployed engineering or technical product management at a fast-paced startup - Passion for AI systems and modern LLMs - Proven ability to turn complex strategic ideas into scalable, production-grade products Compensation and Benefits: Compensation range: $130K - $170K. Total rewards may include equity grants. Comprehensive benefits include health, dental, and vision coverage, paid time off, paid parental leave, 401(k) with employer matching, and wellness benefits.

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

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

🏢 Summary: Data Science & Analytics role embedded within core business units (growth, product, AI & automation, strategic partnerships), responsible for defining business problems, building analyses and experiments, and driving data-informed decisions to scale the company from 5M to 50M customers. The position combines strategic thinking with hands-on execution, owning metrics, insights, and end-to-end analytical impact. Candidates will influence leadership decisions through rigorous analysis and clear communication. 🗂️ Requirements: 2+ years experience in consulting, investment banking, or high-growth technology company, Strong analytical skills with ability to independently pull, structure, and interpret data, Proficiency in SQL or Python, Experience owning ambiguous problems and delivering measurable impact, Ability to influence leadership through clear, persuasive communication 📃 Skills: SQL, Python, Clickhouse, Metabase, Jupyter, GitHub 🏢 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 — buy/sell, insurance, maintenance, repairs — 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 3 brokers in the U.S., 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. We're now expanding into adjacent verticals (e.g. home, motorcycle, RV, etc) to become the one-stop-shop for all your physical assets. Why We’re Hiring Our Data Science & Analytics team has been a force multiplier and accelerant to our business that has helped us reach these pivotal milestones in spite of headwinds and within a highly competitive market. They are a team who drive data & insights, and inform decision-making across every corner of our business. They are analytical powerhouses and first principles problem solvers who push forward our most important initiatives across product, growth, tech, and operations. Every business unit has a Data Science team member embedded within it — someone who doesn't just run analyses and build dashboards, but shapes what questions we should ask, what data to pull, what conclusions to draw, what decisions to make, and then drives our teams towards our next goal: go from 5M to 50M customers and become a $10B business in the next 4 years. As our business continues to expand, there is growing demand for more Data Science team members. We are hiring 4-6 people to drive impact in these areas: - Growth Marketing - Product Development - AI & Automation - Strategic Partnerships On leveling: You may see job ads for this role at different job levels. Our priority is finding the right people, we can be flexible with job title/leveling. Why You Will (Or Won't) Like Working Here No slides: The only work that gets done is work that will materially change the trajectory of our business — an important product, a new growth channel, a key metric, or a critical partner relationship. No corporate fluff: The Data Science & Analytics team cares deeply about solving difficult problems and making a tangible impact. Every person owns a critical domain. There is no bloat, unnecessary meetings, or waiting for approvals. Hands-on: This is not a pure strategy role, you will also own execution. Your day-to-day will be surfacing analytical insights, driving decisions, and seeing them through end-to-end. What You'll Own You'll sit on our central Data Science & Analytics team but be embedded in one of Jerry's core business areas — growth, product, AI and automation, or strategic partnerships — and own the analytical function for that business unit end-to-end. Define the right problems: Before any analysis, understand what business question it's answering and what decision it will inform. Data and insights: Define metrics, build reports, run analyses, design experiments, and surface data insights that move your team's key metrics. Drive outcomes: Bring recommendations to counterparts in product, growth, finance, or operations, explain what's happening and why, and define next steps. Who You Are First principles thinker: You break ambiguous problems into clear hypotheses before touching data. You're analytically strong and comfortable with SQL or Python. Direct communicator: You can walk a skeptical stakeholder through a complex finding and get buy-in quickly. You write clearly and speak precisely. Owner: You take responsibility for fixing problems, even outside your immediate scope. What You'll Bring 2+ years of experience at a consulting firm, investment bank, or high-growth technology company. Strong analytical skills; ability to pull, structure, and interpret data independently. Track record of owning ambiguous problems and delivering impact. Clear, persuasive communicator who can influence decisions at the leadership level. Our Tools SQL (Clickhouse), Metabase, Python, Jupyter Hub, GitHub. Compensation Range: $130K - $150K

🏢 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.