Software Engineer II (Full Stack, Backend-leaning)
Jerry
full-remotemidcdifullstack Chicago, IL 6 days ago via LinkedIn
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Role Overview
Software Engineer II on the Core Marketplace Automation Team, building automation systems that enable users to self-serve, stay insured, and get seamless experiences. Your code will impact millions of users daily.
Key Responsibilities
- Build end-to-end automation systems for complex insurance servicing tasks (policy endorsements, cancellations, document uploads, reinstatements)
- Compose backend business logic that drives automation while respecting complex insurance carrier rules
- Design backend pipelines that sync customer policy data, deliver timely alerts, and power re-shopping experiences
- Optimize and scale internal tools to reduce agent intervention to nearly zero
- Collaborate with product, data, and engineering ops to anticipate churn and improve customer retention
- Ship new automations in 1–2 week sprint cycles
- Improve backend systems, APIs, and microservice architecture
- Work asynchronously across time zones with minimal meetings
Requirements
- At least 2 years of full stack engineering experience building production-grade software
- Ideally prior experience building large-scale distributed systems for fast-growing consumer-facing software
- Strong foundations in data structures, algorithms, and systems design
- Problem-solving mindset with ability to tackle ambiguous problems and iterate quickly
- Ownership mentality with responsibility for end-to-end outcomes
- Comfortable working asynchronously across teams and time zones with excellent communication
- Curiosity and adaptability; love of learning and exploring new tools
Nice-to-Haves
- Experience with AI/LLM tools
- Familiarity with insurance or complex business process automation
About Jerry
Jerry is an AI-powered car ownership super app that makes insurance, repairs, and road safety seamless through a mobile-first platform. The company has grown 60x in revenue over 5 years and is profitable, aiming to scale from 5M to 50M users.
Scraped 3/28/2026