With some googling and tinkering, I used an array with index and multiple criteria. First step to get the number of expected responses, then to set up this formula: =IF(ROWS($1:1)>$I$45,"",INDEX(Table2,SMALL(IF(Table2[Asset]="Van 1",IF(Table2[Real Start Date]=$A$44,IF(Table2[Same Day?]="Yes",ROW(Table2)-1))),ROWS($1:1)),5))
This will pull a cell with an unique identifier. From here I can use simple index match to pull the information I want.
The end result is, to answer this question, all that is required is to paste the data from the fleet management software and then change the date. From there the formulas take over and pulls all of the correct info.