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Remote AI Systems Architect — Scale LLMs & Automation
Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listed on 2026-09-04
Chicago, Cook County, Illinois, 60290, USA
Listing for:
Jerry
Remote/Work from Home
position Listed on 2026-09-04
Job specializations:
-
Software Development
AI Engineer (Applied/Software)
Job Description & How to Apply Below
Jerry.ai is building the first AI-powered advisor to manage all your physical assets. We started with car insurance in 2019, became profitable, and now expand into home, motorcycle, RV, and beyond.
We’re a YC-backed, fully remote company with offices in Palo Alto, New York, Chicago, and Toronto, serving 5M+ customers. We’re seeking an engineering leader who can own the AI systems layer, drive production-grade LLM-based solutions, and set the bar for guardrails, latency, and cost as we scale to
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