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Not sure what you mean. "Retired" is not a filing status. You only enter "retired" as an "occupation" if you want to use it; the IRS does not use your occupation in any way that affects your tax due or refund.
Yes. You can still owe a penalty when you have an underpayment due to change in status. However, you can request to have the penalty waived if the underpayment was due to a reasonable cause.
The underpayment may also be avoided if:
For more information, see, Guide to IRS Tax Penalties: How to Avoid or Reduce Them.
To do this in TurboTax you will select the following:
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