Investing Tax Free
 

Tax Deadlines

These are the key tax deadlines that calendar year taxpayers must keep in mind when doing their year-end tax planning. When investing, either in an IRA account or in a taxable account, it is important to pay attention to different tax deadlines. Getting into trouble with the IRS or getting slammed with tax bills because of your investments is not something any investors would want to do.

Last day to ...
Double up to avoid the "wash sale" rule November 30
Sell stock or listed option* to realize a gain or loss December 31
Buy in to close a short position in stock at a gain (regular way settlement) December 31
Buy in to close a short position in stock at a loss (regular way settlement) December 28
Buy in to close a short position in listed options at a gain December 31
Buy in to close a short position* in listed options at a loss December 30
IRA tax deadlines
Last day to ...
Establish a new qualified retirement plan (calendar year taxpayer) December 31
Contribute to an existing retirement plan (incorporated business,calendar year) March 15*
Contribute to an existing retirement plan (partnership or self-employed person) April 15*
Establish and/or contribute to a Traditional IRA or Roth IRA April 15**
Establish and/or fund a SEP IRA (incorporated business) calendar year March 15*
Establish and/or fund a SEP IRA (partnership or self-employed person) April 15*
Establish a new SIMPLE IRA October 1
Make employee salary reduction contributions to a SIMPLE IRA January 31
Make employer matching contributions to a SIMPLE IRA (incorporated business, calendar year) March 15*
Make employer matching contributions to a SIMPLE IRA (partnership or self-employed person) April 15*

*If an extension to file an income tax return is obtained, the "last day to" becomes the extended due date to file the return.

**Extensions do not create additional time to establish and/or contribute to Traditional or Roth IRA.