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The bills you’ve paid for years can be the easiest ones to overlook. But by retirement, that kind of autopilot spending can quietly drain hundreds or even thousands of dollars a year.

Imagine walking into a thrift shop and grabbing a painting for five bucks—only to find out it was made by David Bowie. That’s exactly what happened in Ontario, Canada, and yes, it’s as wild as it sounds. One small painting from a donation center turned into an $88,000 payday.

A lot of people have a coworker, cousin, or friend who swears they have been skipping tax returns for years with no problem. The logic usually goes like this: if income is low, the IRS will not care, so filing is optional. That idea is only partly true, and the missing details are where people get burned. Whether not filing is “safe” depends on income type, filing status, age, and whether taxes were already withheld from paychecks.

People considering careers as air traffic controllers now wonder if computers will replace humans in the control tower.

Nobody talks about the perks of growing older. Sure, there are challenges, but some things actually get better. Tax season becomes less painful when you know what advantages come your way.