Hello xatomicx,
My best guess is your system is not recognizing the time stamp as a valid date and time. The formula below will remedy that. You will need to make some changes to the formula like the range of time stamp range, start and stop times which can be cells with time strings. You will need to confirm this formula with CTRL+SHIFT+ENTER as it is an array formula.
=SUMPRODUCT(--(IF(ISERR(TIMEVALUE(MID(F1:F100,9,5))>=TIMEVALUE("08:00")),FALSE,TIMEVALUE(MID(F1:F100,9,5))>=TIMEVALUE("08:00"))),--(IF(ISERR(TIMEVALUE(MID(F1:F100,9,5))<=TIMEVALUE("10:00")),FALSE,TIMEVALUE(MID(F1:F100,9,5))<=TIMEVALUE("10:00"))))
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