Estimate information please. Double struck dime with date and a Hibernia in low grade with a squar

My neighbor asked me to look over her coin collection so that she could equally divide it up among her grandchildren. Mostly 90% and lots of silver dollars (real ones not Ikes) - no good dates though. I thought I found one that was marked 1928 but she just read the date wrong - it was 1923. Some bank notes including brown seals from local banks. Not a bad collection considering everything was pulled from circulation. Her husband was a banker in the 50s-70s.
Need help/opinions on the following 2 items.
Double struck dime from the 80s with the second strike containing the date as well. I told her $20 but was not sure as I am not up on my errors.
A low grade hibernia colonial with a square nail hole. I told her while the rarest coin she had it was probably not worth much due to condition. I told her I would get back to her on it as I had no idea
Need help/opinions on the following 2 items.
Double struck dime from the 80s with the second strike containing the date as well. I told her $20 but was not sure as I am not up on my errors.
A low grade hibernia colonial with a square nail hole. I told her while the rarest coin she had it was probably not worth much due to condition. I told her I would get back to her on it as I had no idea
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