This Insurance Stock Is Basically a Money-Printing Machine

Source The Motley Fool

Key Points

  • Progressive has delivered annualized returns of nearly 19% since 1990.

  • It committed to profitable underwriting decades ago and continued to maintain strict discipline.

  • 10 stocks we like better than Progressive ›

Investing in the stock market is a great way to build wealth. Diversifying your holdings by including some high-quality stocks with proven track records of success can be a smart decision. You want to seek out companies with sound businesses, strong competitive advantages, and the ability to basically print cash year in and year out.

Progressive (NYSE: PGR) is one company that fits this bill. The insurer is a dominant player in the industry, and its performance has been incredible. Investors who bought $1,000 worth of Progressive in 1990 would've seen their investment grow to $4.69 million today. Here's what makes it such a great stock.

Where to invest $1,000 right now? Our analyst team just revealed what they believe are the 10 best stocks to buy right now. Continue »

Disciplined underwriting has propelled Progressive higher

Progressive bucked a trend in the insurance industry in 1965. Unlike many insurers that traditionally aimed to break even on policies and profit mainly from investments, Progressive, under then-CEO Peter B. Lewis, committed to consistently underwriting profitable policies.

The auto insurer displays superior efficiency in underwriting policies and has embraced technology to solidify its position in the industry. It was among the first insurers to use driver data (telematics), such as mileage driven, speed, and braking time, to personalize rates for drivers.

Its long-term goal is to achieve about $4 in profit for every $100 in premiums written, aiming for a combined ratio of 96% or better. Progressive has achieved its annual combined ratio goal for 23 consecutive years, with an average ratio of 92%. This strict underwriting makes Progressive a cash-generating machine. Over the past 12 months, it has earned $16.5 billion in free cash flow.

A person with a flag standing on a mountain of cash.

Image source: Getty Images.

A high-quality stock

In the highly competitive automotive insurance industry, Progressive's consistent profits underscore disciplined underwriting, pricing precision, and operational efficiency -- key advantages that reinforce its durable moat and cash-generating ability.

This consistent profitability across market cycles has resulted in stellar returns for long-term shareholders. Not only that, the company continues to adapt and adjust, making this stock a smart choice for investors looking to build lasting wealth.

Should you invest $1,000 in Progressive right now?

Before you buy stock in Progressive, consider this:

The Motley Fool Stock Advisor analyst team just identified what they believe are the 10 best stocks for investors to buy now… and Progressive wasn’t one of them. The 10 stocks that made the cut could produce monster returns in the coming years.

Consider when Netflix made this list on December 17, 2004... if you invested $1,000 at the time of our recommendation, you’d have $661,694!* Or when Nvidia made this list on April 15, 2005... if you invested $1,000 at the time of our recommendation, you’d have $1,082,963!*

Now, it’s worth noting Stock Advisor’s total average return is 1,067% — a market-crushing outperformance compared to 190% for the S&P 500. Don’t miss out on the latest top 10 list, available when you join Stock Advisor.

See the 10 stocks »

*Stock Advisor returns as of September 15, 2025

Courtney Carlsen has positions in Progressive. The Motley Fool has positions in and recommends Progressive. The Motley Fool has a disclosure policy.

Disclaimer: For information purposes only. Past performance is not indicative of future results.
placeholder
Stocks, dollar, gold, oil, and Bitcoin show diverging moves post-Fed rate cutU.S. stocks moved unevenly after the Fed's rate cut, with Dow rising but S&P 500 and Nasdaq slipping.
Author  Cryptopolitan
Sep 18, Thu
U.S. stocks moved unevenly after the Fed's rate cut, with Dow rising but S&P 500 and Nasdaq slipping.
placeholder
Crypto OI Shows Mixed Trend: Bitcoin, Solana Down, While Ethereum, XRP UpA divergence has formed in the crypto futures market during the past week as Bitcoin and Solana have seen deleveraging against the others. Bitcoin, Solana Have Seen A Drop In Perpetual Futures Open Interest In a new post on X, on-chain analytics firm Glassnode has talked about the latest trend in the Open Interest for […]
Author  Bitcoinist
Sep 19, Fri
A divergence has formed in the crypto futures market during the past week as Bitcoin and Solana have seen deleveraging against the others. Bitcoin, Solana Have Seen A Drop In Perpetual Futures Open Interest In a new post on X, on-chain analytics firm Glassnode has talked about the latest trend in the Open Interest for […]
placeholder
Silver Price Forecast: XAG/USD advances to near $42.40 on Fed’s dovish policy outlookSilver price (XAG/USD) extends its Thursday’s upside move to near $42.40 during the European trading session on Friday.
Author  FXStreet
Sep 19, Fri
Silver price (XAG/USD) extends its Thursday’s upside move to near $42.40 during the European trading session on Friday.
placeholder
Solana (SOL) Extends Rally to Seven-Month High; $250 Resistance in FocusSolana is extending its uptrend that began in early August, pushing the altcoin to a fresh seven-month high. 
Author  Beincrypto
Sep 19, Fri
Solana is extending its uptrend that began in early August, pushing the altcoin to a fresh seven-month high. 
placeholder
Dogecoin’s First ETF Joins Year’s Top Launches With Explosive DebutDogecoin’s (DOGE) first US spot exchange-traded fund (ETF), listed under the ticker DOJE, made a striking debut.
Author  Beincrypto
Sep 19, Fri
Dogecoin’s (DOGE) first US spot exchange-traded fund (ETF), listed under the ticker DOJE, made a striking debut.
goTop
quote