I make two 150 dollar payments through my employer taking money from my check every two weeks.  My empolyer sends the money to my HDHP which is Mail handlers insurance.  Mail handlers in turn takes 150 of that payment and deposits in my HSA.  The 5498-SA reflects the amount Mail handlers put in plus the money I personally deposited on my own.  Can I enter this into the section where it says "I" contributed?  Thanks

My W2 does not have a "W" in box 12.  It does have the DD though.

The question is whether or not your employer reduces your Wages on the W-2 by the $150 every 2 weeks. That is, the amount with the W is not taxable, so the employer removed it from Wages in box 1 before printing the W-2.

#1 If the employer does NOT remove the $150 every two weeks from Wages (as I suspect), then, yes, this is an after-tax contribution that you would enter as a "personal" contribution in the screen entitled "Let's enter your HSA contributions".

#2 If, however, your employer also removed this $150 from Wages on your W-2 and didn't enter a code W in box 12, then there is no way for TurboTax to do your return correctly. To do it correctly, you would have to get a corrected W-2 showing the code W amount.

However, I suspect that your employer will tell you that the $150 amount that ends up in your HSA is an after-tax contribution (option #1), so you will be OK - but do ask!

Thanks!  That was extremely helpful!