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InsurTech Startup Investment Checklist: Series A Stage (2026)

This checklist covers 21 due diligence items for InsurTech startups at the Series A stage. Each item has been validated against institutional investor practice. DDR automates the majority of these checks from a single pitch deck PDF upload.

21 checklist items · 2 red flags automatically detected · See a sample DDR report

Series A Requirements

$1M+ ARR or strong path within 12 months
Proven repeatable go-to-market motion
Net Revenue Retention >100% (expansion > churn)
Gross margins indicating sustainable unit economics
Management team capable of scaling to $10M ARR
Clear competitive differentiation and moat building

InsurTech Sector

Loss ratio by underwriting year reviewed and trending favorably
Carrier paper relationship confirmed with signed agreement
State insurance licenses verified
Reinsurance program structure and counterparty credit reviewed
Actuarial review of reserves completed

Deep Dive

Loss ratio trend by cohort and underwriting year
Carrier and reinsurance agreements reviewed
State insurance licenses by line of business
Actuarial reserve adequacy review

Regulatory

Verify: State insurance licensing by line of business in all operating states
Verify: Rate filing and approval requirements with state DOI
Verify: Reinsurance capital requirements and solvency ratios

OSINT Signals

Check: State insurance department license lookup
Check: AM Best rating (for carriers)
Check: NAIC complaint ratio database
DDR AUTOMATES THIS CHECKLIST

Upload an InsurTech startup pitch deck and DDR automatically completes 15+ of these 21 checklist items — sourcing data from 13 OSINT signals, benchmarking against 2 comparable companies, and detecting all 2 critical red flags.

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