Congratulation on your retirements!
I will try to get these answers in order:
Amending a return:
Calculating and paying estimated taxes: The answer to most of your questions depend on the amount and type of income you will have in retirement.
- If you will immediately be receiving a pension, social security, retirement accounts distributions you should check to see if you are having federal and state (if applicable) tax withheld, if not I recommend that you start.
- Tax programs assist in the calculation of estimated tax payments, it starts with the current year income components, deductions and tax payments and you can adjust by increasing or decreasing and the estimated tax(es) are calculated for you. TurboTax does this type of calculation.
- You can make one payment of estimated taxes or four, these can be paid by check or you can set up an account at IRS.gov and pay there. If your state has income tax they probably also have an online payment option.
This may also help:
https://www.irs.gov/businesses/small-businesses-self-employed/estimated-taxes
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