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I have an IRA that was rolled over from a 401K a few years back. If I had contributed and deducted $36K into that 401K originally and now I want to convert that IRA into a Roth IRA, that $36K would be counted towards my income for this year and I would have to pay taxes on it. Any gains would not be taxable.

Do you have any after tax contributions to any IRA including the rollover from the 401K? If not, then as others have stated, the amount converted is fully taxable.

Medicare premiums are based on your income from two years ago. 2019 premiums were based on 2017. 2019 income will determine 2021 Medicare premiums.

The following link has the income ranges and premiums along with a general explanation.
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