Tailwind Insurance Systems

Tailwind Insurance Systems

AI-powered loss-run retrieval for commercial brokerages

Overview

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.

About Tailwind Insurance Systems

Simplify's Rating
Why Tailwind Insurance Systems is rated
C
Rated B on Competitive Edge
Rated C on Growth Potential
Rated D+ on Differentiation

Industries

Data & Analytics

Enterprise Software

AI & Machine Learning

Financial Services

Company Size

N/A

Company Stage

Seed

Total Funding

$50K

Headquarters

Mercer Island, Washington

Founded

2023

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Simplify's Take

What believers are saying

  • Tailwind posted 100% uptime in March 2026, showing stable operational execution.
  • Hiring eight roles in 2026 suggests active growth across sales, product, and implementation.
  • Demand rises as brokers replace PDF-heavy workflows with automated AMS and CRM integrations.

What critics are saying

  • Tailwind still reports only $50K raised since March 2024, limiting scale and runway.
  • San Francisco, five-day in-person hiring signals heavy burn before proven retention or revenue depth.
  • If carriers block automation or brokers switch tools, Tailwind's retrieval moat collapses quickly.

What makes Tailwind Insurance Systems unique

  • Tailwind automates loss-run retrieval across 1,000s of carriers, wholesalers, and MGAs.
  • It pairs retrieval with loss summaries, trend analysis, quote comparison, and policy checking.
  • SOC2 certification and Microsoft Partner verification strengthen enterprise trust for broker workflows.

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Funding

Total Funding

$50k

Below

Industry Average

Funded Over

1 Rounds

Seed funding is usually the first official round after pre-seed, when a startup has a prototype or concept. It’s typically used to develop the product, test the market, and start building the team. Investors here are often angel investors or early-stage venture capitalists.
Seed Funding Comparison
Below Average

Industry standards

$3.3M
$50k
Tailwind Insurance Systems
$1.5M
Slack
$2M
Netflix
$2.3M
Instacart
$3M
Robinhood

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Tailwind Insurance Systems is Hiring for 6 Jobs on Simplify!

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