Why Stock Market Investing Involves More Losers Than Winners


In Stocks for the Long Run, University of Pennsylvania professor emeritus Jeremy Siegel told us that holding stocks for the long run would earn us an average annual return of approximately 6.7%. But first, we need to diversify through low-cost index funds. Then, resisting the temptation to sell during downturns, we should hold those equities for 20 to 30 years. And lastly, we have to reinvest the dividends.

Below, you can see the return when we hold stocks for the long run:

stock market returns

Now though, a new paper tweaks Professor Siegel’s advice.

Stock Market Investing

Focusing on stocks issued by close to 29,000 firms from 1926 to 2025, a new stock market study concluded that wealth creation depends on a small number of investments. According to the data in “One Hundred Years In the U.S. Stock Markets,” just 46 firms produced half of the century’s wealth creation.

When they calculated “buy and hold” outcomes (with reinvested dividends), the annualized return was 10.1%. However, a negative median of -6.87% indicated that slightly less than 50% of the stocks generated a positive return.

Consequently, during the past century, while it was easy to pay attention to winners like Amazon and Alphabet, we should instead have realized that there were many more losers. Or, as stock market history tells us, “… the first 27,999 (96.28% of total) firms generated zero net wealth enhancement, as they collectively matched Treasury bill outcomes. The remaining 1,082 firms (3.72% of total) accounted for all of the $90.96 trillion in net SWC.”

The message? SWC (shareholder wealth creation) can be more complicated than “buy and hold.”

Our Bottom Line: Financial Intermediaries

As financial intermediaries, stock markets connect savers and borrowers. Linking the people with money to those who need it, they help businesses fund research and expansion. They create liquidity for investors who want to trade stocks and bonds. Somewhat similarly, banks are the financial intermediaries that help us pay for a house or a car. And through securities markets, governments can fund a debt. Sort of like a heart keeps nutrient-laden blood flowing around our bodies, stock markets, banks, and others like them pump the money that we need for economic health.

So, when we invest for the long or short run, we too help to pump money around our economy.

My sources and more: Thanks to “Hottest Markets Lead To the Biggest Losses,” for inspiring today’s post and alerting us to the new investing study. From there, it made sense to return to the Jeremy Siegel book and this debate.



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Apple announced iOS 27 on Monday at the company’s annual Worldwide Developers Conference. The tech giant said the upcoming iPhone software will include an AI-integrated Siri, called Siri AI, and more ways to refine Liquid Glass on your device. And iPhones dating back to the iPhone 11 lineup will be able to run the upcoming software. 

Apple’s WWDC announcement said it will release iOS 27 to the general public in the fall. Historically, Apple has released upcoming major iOS updates shortly after company’s September hardware event, so the company will likely release the software around then. Developers can download a beta version of iOS 27 now, and Apple will release a public beta version of iOS 27 in July.

Here are some of the new features iOS 27 will bring to your iPhone.

An AI-integrated Siri is everywhere

After months of rumors, Apple confirmed at WWDC that iOS 27 will integrate AI into your iPhone’s digital assistant Siri. This update is the biggest change in iOS 27, and it will touch seemingly everything on your device. 

Siri AI

Apple has finally unveiled its revamped voice assistant.

CNET/Screenshot

Almost the entirety of Apple’s presentation focused on how Siri AI will be able to help you across your device in different ways. You’ll be able to swipe down on your iPhone’s Dynamic Island to search or start a conversation with Siri AI. The assistant will be able to take actions in apps like Messages, Music and Reminders, too. 

Apple wrote online that Siri AI will be available on Apple Intelligence-enabled iPhones, like the iPhone 16 Pro, later this year.

New Siri AI app

Siri App

The Siri AI app is a memory bank for all of your past requests and conversations.

Apple

Siri was such a big star at WWDC, Apple announced the personal assistant will also have its own separate app that you will be able to access in iOS 27. 

“A dedicated app brings together all your conversations in one place, so you can ask a question on your iPhone and pick up where you left off on your iPad,” Apple wrote online. “You can also pin conversations for easy access or start a new one.”

This turns Siri AI into an AI chatbot similar to ChatGPT and Claude.

Siri comes to your Camera

Apple said its digital assistant will also be in your Camera app with the new Siri Mode in iOS 27. Once you activate this new mode, you’ll be able to point your camera at something around you and get information about it on your iPhone. 

Updated Image Playground app

With iOS 27, your iPhone’s Image Playground app gets an update which will allow you to create photorealistic images.

Apple introduced its AI-image generator in 2024 when it released iOS 18.2.

Liquid Glass changes

screenshot-showing-liquid-glass-slide

Apple unveiled its new Liquid Glass slide that lets you toggle between Ultra Clear and Tinted Glass.

Apple

Apple showed off a Liquid Glass slider at WWDC on Monday that lets you change the Liquid Glass elements across your device. You’ll be able to make those elements semi-translucent, opaque or something in between. 

Apple introduced the Liquid Glass design in 2025 alongside iOS 26. It’s the first major visual change on iPhones since iOS 7 in 2013.

Health app supports tracking menopause and perimenopause

The Apple Health app on a phone screen.

Primakov/Shutterstock

Apple said that your iPhone’s Health app’s cycle tracking feature will support both menopause and perimenopause. You’ll be able to log symptoms related to both within the app, and the app will have educational content available to help you learn more about your body.

Those are a few of the new features iOS 27 is expected to bring to iPhones this fall. Developers can try these features now, and Apple said public beta testers will get access to the software in July.

For more Apple news, here’s everything Apple announced at WWDC 2026.





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