Senior AI Systems Architect

Jerry
New York, Chicago, Boston, San Francisco
Workplace: RemoteFull timeUSD 160,000 - 210,000 annuallyFunction: Software EngineeringExperience: 5+ yearsSkills: ["Systems design","Pragmatism","Evaluation design","Decision-making","Tradeoff management"]

Own and evolve the AI systems layer behind Jerry’s consumer advisor for managing physical assets. You’ll shape what to build next, partner with OpenAI to evaluate and deploy voice models, and design evaluation frameworks, guardrails, and failure handling for LLM/agent systems. You’ll set technical architecture standards for high-volume chatbot operations and turn domain expertise into robust, production-grade automations.

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FursaFursa
Jerry
Jerry
1 day ago

Senior AI Systems Architect

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Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI
Last checked: 13 hours agoStatus: Live

Job Summary

Own and evolve the AI systems layer behind Jerry’s consumer advisor for managing physical assets. You’ll shape what to build next, partner with OpenAI to evaluate and deploy voice models, and design evaluation frameworks, guardrails, and failure handling for LLM/agent systems. You’ll set technical architecture standards for high-volume chatbot operations and turn domain expertise into robust, production-grade automations.
Location: New York, Chicago, Boston, San Francisco
Workplace: Remote
Employment Type: Full time
Job Function: Software Engineering
Seniority: Mid level

Key Responsibilities

  • •Decide what to build next in AI and make the case without a provided roadmap.
  • •Partner with OpenAI to evaluate and deploy next-generation voice models and workflow automation.
  • •Evaluate emerging AI technologies, prototype what’s worth building, and choose what to invest in next.
  • •Design evaluation frameworks and guardrails, balancing latency, cost, and accuracy in production.
  • •Set the technical bar for chatbot systems, shaping architecture and automations for records, communications, and document validation.

Pay and Benefits

Salary: USD 160,000 - 210,000 annually
Perks:Health InsuranceDentalVisionPaid Leave401k

Key Requirements

  • •5+ years in product engineering or forward-deployed engineering, ideally in an early-stage startup.
  • •A track record of turning ambiguous problems into systems that run in production.
  • •Hands-on experience putting LLM-based systems into production, including evals, regressions, latency, cost, and failure handling.
  • •Strong systems design mindset focused on interfaces, failure modes, and blast radius.
  • •Fluency with modern AI and model releases, with opinions on eval design.
Experience:5+ yearsEarly stage startupLLM systemsConsumer AI
Skills:Systems designPragmatismEvaluation designDecision-makingTradeoff management
Tech Stack:OpenAILLMsAgentsVoicebotChatGPTInternal APIs

Company Brief

Jerry
Provides an AI-powered AllCar™ app that helps U.S. drivers compare and buy car insurance, manage maintenance and repairs, refinance loans, and access other car-ownership services through automated, data-driven workflows.
Industry: InsurTech
Company Size: Large (251 to 1,000 employees)
Growth: Scaleup
Valuation: USD 250M to 500M
Funding: Series C
Headquarters: Palo Alto, United States
Founded: 2017
Glassdoor
Glassdoor: 4.0
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