Here is the Roundup for an early autumn day! We hope you find these articles to be interesting and helpful.
Why is the stock market up so much in the 2020s? (Ben Carlson, A Wealth of Common Sense). "If you really want to know what’s been driving the U.S. stock market higher, look no further than..."
Annual asset class returns (Novel Investor). The best to worst investment returns over the past 15 years, updated through Sept. 30, 2025.
9 technologies that transformed investing — from the telegraph to AI (Wall Street Journal). Fascinating history.
Should you roll over your 401(k)? 5 questions to ask yourself before deciding (Morningstar). The real question is: Will you lose or gain any benefits by rolling over your 401(k)? The answer is: It depends.
Seven things you should do before 2026 because of One Big Beautiful Bill changes (Kiplinger). The headline is a bit misleading, but this is a helpful summary of many things that have changed (or will soon change) due to the OBBBA.
The '100% overwhelming' decision: What do you do about Medigap? (Kiplinger). For those opting for traditional Medicare, selecting a companion supplement plan can be a complex and confusing process.
As sports betting explodes, should states set more limits to stop gambling addiction? (NPR). More regulation may not be the answer, but one thing seems a sure bet: America's already-serious gambling-addiction problem is likely to get worse.
Where are the poor in America? States ranked by poverty (Visual Capitalist). The five states with the highest poverty rates are Louisiana, New Mexico, Mississippi, Arkansas, and Kentucky.
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