Full-Time

Full Stack Engineer

Tailwind Insurance Systems

Tailwind Insurance Systems

AI-powered loss-run retrieval for commercial brokerages

No salary listed

Toronto, ON, Canada + 1 more

More locations: San Francisco, CA, USA

Hybrid

Hybrid work model with regular office time.

Category
Software Engineering (1)
Required Skills
LLM
React.js
Java
REST APIs
Spring
Requirements
  • 2+ years of experience building full-stack or backend-heavy applications
  • Proficiency in Java or interest in learning it quickly (Spring Boot experience a plus)
  • Experience with React or similar frontend frameworks
  • Comfort working with APIs, orchestration systems, or data pipelines
  • Startup mindset: bias toward shipping, iteration, and learning fast
Responsibilities
  • Design and implement backend services in Java / Spring Boot for insurance automation workflows
  • Build full-stack features spanning APIs, backend logic, and frontend UI (React)
  • Collaborate with AI engineers to integrate LLM-powered extraction and automation pipelines
  • Work closely with product & design on user-facing features for brokers and carriers
  • Help scale our workflow orchestration system (50+ customers × 1M+ annual workflows)
  • Contribute to engineering best practices, architecture decisions, and code reviews
Tailwind Insurance Systems

Tailwind Insurance Systems

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Tailwind Insurance Systems builds an AI-powered loss run retrieval platform for commercial insurance brokerages. It automates the full loss-run retrieval process by connecting to thousands of carriers, wholesalers, and MGAs to fetch loss runs for new business and renewals. It offers one-click, mobile-friendly authorization letters and BOR letters, and then creates client-facing loss summaries and trend analysis reports. The platform integrates with an agency management system (AMS) or CRM to exchange data, and emphasizes enterprise-grade security with SOC 2 certification. The company aims to save brokers time and resources by replacing manual, tedious tasks with automated, secure workflows. Compared with competitors, Tailwind focuses on end-to-end automation, carrier connectivity at scale, seamless AMS/CRM integration, and strong security credentials.

Company Size

N/A

Company Stage

Seed

Total Funding

$50K

Headquarters

Mercer Island, Washington

Founded

2023

Simplify Jobs

Simplify's Take

What believers are saying

  • Carrier API standardization accelerates Tailwind's multi-carrier connectivity by 2026.
  • 67% of brokers plan AI automation investments by 2026, boosting demand.
  • AMS/CRM integrations position Tailwind for key partnership expansions.

What critics are saying

  • State Farm, Allstate deprecate APIs, forcing Tailwind rebuilds in 12-24 months.
  • Vertafore embeds loss-run tools, slashing standalone demand in 12-18 months.
  • $50K funding fails to scale sales against capitalized insurtechs in 6-12 months.

What makes Tailwind Insurance Systems unique

  • Tailwind automates full loss-run retrieval for commercial brokerages using AI.
  • Platform connects to 1000+ carriers, wholesalers, and MGAs seamlessly.
  • Generates client-facing loss summaries and trend analysis reports.

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