Insurance Stocks to Buy With Dividend Streaks Longer Than 50 Years

The article argues that insurance companies can generate steady shareholder returns through “float”—premiums collected before claims are paid, allowing investment income to build. It spotlights Cincinnati Financial (CINF) and RLI (RLI), both labeled Dividend Kings with more than 50 consecutive annual dividend increases. Cincinnati Financial, based in Ohio with a $24 billion market cap, has a dividend yield around 2.3% and has raised its dividend for 66 years, but it also has sizable equity exposure, about 40% of its investment portfolio, compared with Progressive’s roughly 5%. RLI, with about a $5 billion market cap, has a 51-year dividend streak, a ~1.3% yield, and has paid special dividends, including $2 per share in 2023, 2025 and 2026, plus $4 in 2024 and $7 in 2022.