After you do this maneuver twice, each time it will leave a TOFF code on your schedule with the pay amount for day dropped on your timecard. After twice, you have to submit a form via DELTANET crew skeds page asking for them to move one of the TOFF notations to another day (a manual process that has to be done by scheduling) so that you can pick up another trip over the same days. So if you plan on dropping and picking up the trip a third time, you need to proactively submit the form otherwise it will drop the trip but not pick it up due to Icrew limitations.

Also, pro-tip is to drop the trip with PB day and put in blind WS for same trip and it will all occur on the same PCS run. Each time you drop the trip though that credit that goes on your time card goes towards your normal WS pickup limit so you can only do this so many times unless you've dropped other trips or you start involving the Pilot Swap Board.