1) Is the deadline for contributing to HSA for 2018 including employer's contributions April 2019 and I would prepare a form 8889? The amount enrolled is $3283.00 and this amount will equally be deducted from the remaining paychecks of the plan year. As my company follows the plan year from April 1 to March 31 of the following year, $3282 /4 (number of paychecks left in the current plan year) = $820.75.
Also, my company would contribute $167 towards my HSA, for a total of $3450 by March 31.
2) There seems to be some miscommunication here. I already contributed to a trad IRA. I can't uncontribute and then contribute to a Roth directly. The only solution now is pull the money out of the trad IRA into a Roth IRA, which is essentially a conversion. I want to convert both 2018 and 2017 into the Roth. Currently my trad IRA balance is at 10400, it was at 11200, so I'm at a $800 loss. Can I deduct the $800 loss on my taxes? If not, then should I wait till my trad IRA is at a profit (as long as before 2018) to make the conversion?
Next year 2019, my W-2 income will be higher than this year 2018, so I want to make the Roth conversion now, because I cannot deduct my contributions anyways because my gross income this year is $102400, less 401k deduction $18500, and I did not max out my HSA before end of 2018. Even if I did, it's still above $73000, right?
Can someone please help and correct every sentence I said above that's wrong?
