Milestone moments such as getting married, buying a home, or having children can change the way you file your taxes as much as they can change your life. But it’s important to know all the implications of making a change so you don’t run into trouble like this week’s listener did. Gretchen thought she was making all the right decisions by filing separately from her husband–then was slapped with penalties from the government. For advice on filing taxes after several major life events, host Stefanie O’Connell Rodriguez turns to Kristin Myers, editor-in-chief of The Balance, and Caleb Silver, editor-in-chief of Investopedia. Dealing with debt? Buying a house? Getting married? Confused about investing? Planning for retirement? If you have a money story or question to share, you can send us an email at money.confidential@realsimple.com. You can also leave us a voicemail at ‪(929) 352-4106‬. Learn more about your ad choices. Visit megaphone.fm/adchoices