Error when generating PDF bills.

SOLVED

When generating Bill's in Timeslips and printing to a PDF, I have a normal group that I normally tend to select from. When generating the PDF I get an error state "Sage Timeslips has encountered an error" .... "Phase: Running Billing calculations". Now when I process this individual alone the PDF generates just fine without spawning this prompt and when generating the rest of the group alone the same result but when combining this user with the others I normally select as a group the PDF still generates but with this error spawning. Anyone ever experiences this issue before when generating PDF's? Oh and also even when selecting one user from the "Client Selection" list it seems that it always shows an extra 8 users or so being selected even though I only have one box checked?

Also does anyone else get a repetitive prompt from TimeCapture asking to upgrade its an internal database, It seems I get this prompt repetitively regardless of how I answer this question.

Thank you for any guidance!

Year Version: 2019

Sage Timeslips 27.0.2.233