Swapping One S&P 500 ETF for Another to Harvest a Loss? The Wash-Sale Rule Gets Murky

Selling SPY to buy VOO looks like a clean year-end tax move, but two words buried in the tax code could hand your harvested loss straight back to the IRS.

24/7 Wall Street • 8 hours ago

Stock Market: Will S&P 500 Open Up or Down Today?

U.S. stock futures are mixed early Thursday as Wall Street navigates a tech-led pullback, critical PCE inflation data, and retreating oil prices amid renewed diplomatic hopes in the Middle East. Thursday follows the Federal Reserve decision to hold the benchmark interest rate steady at 3.75%-4% on Wednesday.

Benzinga • 15 hours ago

You can't rely on the S&P 500 as much as you may think

The index's weakness may surprise a generation of investors raised on the cult of “stocks always go up.”

Market Watch • 9 hours ago

Jeff Bezos Says Retirees Should Buy the S&P 500 Instead of AI Stocks — but That Could Be Riskier Than You Think

Artificial intelligence has become Wall Street's favorite investment theme, helping push stocks to record highs while raising concerns about how long the boom can last. For retirees, the stakes are especially high.

24/7 Wall Street • Oct 28, 2026

The S&P 500 Is Approaching a Valuation Not Seen Since the Peak of the Dot-Com Bubble, and History Suggests a Crash Could Follow

The S&P 500's valuation is approaching a historic level, leaving it vulnerable to a sharp sell-off. Geopolitical conflicts, rising interest rates, and turbulence in the artificial intelligence industry could derail the current bull market.

The Motley Fool • Oct 28, 2026

S&P500 and Dow Jones: Fed Policy Statement Sets Up Next Move for Indices

The Fed decision, Warsh's inflation outlook and major tech earnings could drive the next move in the S&P 500, Nasdaq and Dow Jones.

FXEmpire • Oct 28, 2026

S&P 500 to 9,000? 5 Stocks to Buy Now

The S&P 500 could surge to 9,000 by early 2027, and Key Advisors Wealth Management CEO Eddie Ghabour warns this is not the time to take chips off the table. As tech sets up for a November “coiled spring,” he breaks down his immediate playbook for deploying cash and the exact 5 stocks on his buy list today including names like Micron and CrowdStrike.

The Street • Oct 28, 2026

Is a Stock Market Crash Coming? What History Says a $10,000 Investment in an S&P 500 ETF Could Be Worth at the End of 2027.

Bear markets tend to be quick and painful, lasting less than a year. However, there is good reason to believe a market crash is not imminent.

The Motley Fool • Oct 27, 2026

S&P 500 Sell-Off: Is Now the Right Time to Buy the Dip?

The S&P 500 index has delivered average annual returns of almost 10% for the past 98 years. Research from Schwab found that investing as early as possible (“time in the market”) delivered results nearly as good as perfect market timing (which is impossible).

The Motley Fool • Oct 27, 2026

History Says the Stock Market's Best 6 Months Start Nov. 1. Here's How Often They've Paid Off Since 1950.

Since 1950, the S&P 500 has climbed from the end of October to the end of April in 58 of 76 years, with an average gain of around 7%. The May-to-October stretch averaged a gain of around 2% across the same years.

The Motley Fool • Oct 27, 2026