Just to be clear.
- are your dividends taxable? YES qualified dividends might be taxed at 0%. (they are ordinary dividends)
- if your 2019 federal taxes due less withholding is $1000 or less - no penalty. (Comparing 1040 tax chart and estimated tax withheld on all possible W2 for 2019 (including 1099 forms and anything else), the arithmetic shows taxes owed will be greater than $1000)
- if withholding is 90% of 2019 taxes - no penalty (90% of owed taxes from #2 above is less than what has been withheld from W2 forms and other withholding documents. Somewhere around 85% or so.)
- if your withholding is 100% of 2018 tax or 110% if adjusted gross income over $150,000 - no penalty. (NA since dealing with 2019)
So based on my answers here, I need to either increase my withholdings on W4, do estimate quarterly, or pay at the IRS website prior to year end (as VolvoGirl indicated). Increasing my W4 withholding is a better choice to me.
Correct me if I misunderstood everything.
