Register for a premium account to gain access to Sterling AI.
Get StartedThings you can ask Sterling:
AI-first homeowners/renters/pet/term-life/car; IPO Jul 2020 at $1.6B, opened $50, peaked $188 Jan 2021. Dragged gross loss ratio 105% (2022) to 72% (2025). Approaching GAAP breakeven 2026. The buzzy insurtech that proved AI claims are real but insurance discipline matters more.
Pet, Home (Homeowners + Renters), Car, Term Life — Lemonade's multi-product cross-sell strategy. Pet became the largest line in 2024 and crossed $500M IFP in early 2026.
Q2 2021 — Q1 2026
Source: Lemonade quarterly shareholder letters + 10-Q filings (Updated: 2026-Q1)
Annualized value of all active Lemonade policies — the standard size metric for an insurer. Grew ~8.5x from IPO (Q3 2020) through Q1 2026, reaching $1.33B.
Q1 2020 — Q1 2026
Source: Lemonade 10-Q + quarterly shareholder letters (Updated: 2026-Q1)
Quarterly breakdown of revenue by product line and service category
2025-Q1 — 2026-Q1
Data from SEC filings via FMP • 5 periods available