VBA to check for a missing date

What I have is a userform that displays the last date data was entered in one of its many textboxes and what I'm trying to prevent is the next date from being accidentally skipped. I have something similar on another userform that checks the last time an entry was made and that the next entry made is 2 hours after that.

I figure it's got to be something simple that I'm missing or not seeing. I've put the coding below for each userform and hope one of you can help me figure this out.

This is the coding I can't get to work right

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This is the coding that works for the second userform

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