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An Oregon Timber Sale Just Drew a $7.8 Million Bid. A Retiree Can Sell Timber Without Social Security Treating the Gain as Self-Employment Income

Selling timber while collecting Social Security can trigger a withholding bill that wipes out an entire year of benefits, or ...

Social Security's Trump Bump-Led 2027 COLA Will Be One of the Largest in 35 Years, but It May Financially Cripple America's Leading Retirement Program

Outsize Social Security raises come with unintended consequences.

November Social Security direct payment worth $994 goes out in 27 days

The November 2026 Supplemental Security Income payments, worth up to $994, will be sent to recipients in 27 days. SSI payments are typically issued on the first day of each month. If the first day ...

Retired Couple, 68 And 66, Has $1.2M Saved And Was Shocked To Owe Tax On Their Social Security. Her Sister Insists 'Social Security Isn't Taxable,' But The IRS Disagrees

A retired couple, 68 and 66, has $1.2 million in savings, most of it in traditional IRAs, plus $58,000 a year in combined Social Security benefits. Last spring, their tax preparer told them a large ...

The Trump Bump for Your 2027 Social Security COLA Could Be Bigger Than Expected. Here's the Good News — and the Bad News.

Next year's Social Security increase could exceed the 3.5% consensus estimate.
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Two Social Security Notices Can Arrive Around Year-End. One Gives You the 2027 Raise. The Other Prices Medicare on Money You Made in 2025 and Can Take Part o…

Two letters can land in a retiree's mailbox within weeks of each other, and they pull in opposite directions. One promises a ...