
201 - 500 employees
💼 Consulting
📦 Logistics
📣 Marketing
Consulting • Logistics • Marketing
Jerry is an innovative platform that simplifies car ownership by providing tools to compare car insurance, loans, and repair estimates. With services such as PriceProtect™, GarageGuard™, and DriveShield™, Jerry helps users secure better insurance rates, manage car loans, and track vehicle maintenance and repairs. It utilizes advanced technology to provide users with a streamlined insurance shopping experience, offer car diagnostic services, and reward safe driving habits. Jerry is a licensed insurance and loan broker, operating across all 50 U. S. states, and is committed to protecting user data with bank-level encryption.
🔥 0 minutes ago
🌐 United States, Canada – Remote
🌵 Arizona, California, +13 more states – Remote
💵 $160k - $210k / year
⏰ Full Time
🟠 Senior
⚙️ Systems Engineer
🦅 H1B Visa Sponsor
👻 Ghost score 3%
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201 - 500 employees
💼 Consulting
📦 Logistics
📣 Marketing
Consulting • Logistics • Marketing
Jerry is an innovative platform that simplifies car ownership by providing tools to compare car insurance, loans, and repair estimates. With services such as PriceProtect™, GarageGuard™, and DriveShield™, Jerry helps users secure better insurance rates, manage car loans, and track vehicle maintenance and repairs. It utilizes advanced technology to provide users with a streamlined insurance shopping experience, offer car diagnostic services, and reward safe driving habits. Jerry is a licensed insurance and loan broker, operating across all 50 U. S. states, and is committed to protecting user data with bank-level encryption.
• Decide what to build next in AI and make the business case • Partner with OpenAI to evaluate and deploy next-generation voice models and workflow automation • Evaluate emerging AI technologies, prototype promising ideas, and determine future investments • Design evaluation frameworks and guardrails for regulated production environments • Balance latency, cost, and accuracy tradeoffs • Set the technical direction and architecture standards for chatbot systems • Shape the prompt engineering roadmap and maintain scalable architecture • Build automations for record disputes, email/callout reduction, and document validation • Work with subject matter experts to translate domain knowledge into reliable systems • Operate and scale a high-volume chatbot system handling over 70% of inbound sales and service requests
• 5+ years in product engineering or forward deployed engineering, ideally in an early-stage startup • Track record of turning ambiguous problems into systems that run in production • Hands-on experience putting LLM-based systems into production • Experience with evaluations, regressions, latency, cost, and failure handling • Experience designing evaluation frameworks and guardrails • Knowledge of modern AI, including LLMs, agents, voicebots, and computer-use agents • Systems design experience, including interfaces, failure modes, and blast radius • Ability to evaluate emerging AI technologies and make investment decisions • Ability to work as a full-time salaried employee while residing in an eligible U.S. state or Ontario, Canada • Legal authorization to work in the U.S. or Canada
• Equity opportunities or stock options • Health coverage • Dental coverage • Vision coverage • Paid time off • Paid parental leave • 401(k) plan with employer matching • Wellness benefits • Fully remote work • Global team collaboration
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