[BUG] CEO sale with airplane does not allow me to drop of cargo (Possible losses for everyone)

The past two days I tried to sell my 16 crates warehouse twice. And twice I got to fly the airplane around LS to drop the cargo at 4 different spots marked on the maps (and with flares ofc).

In the first run, me and my friend had flown seperately. We both dropped two out of five crates before we both noticed that there weren't any markers left on the map to tell us where to drop our wares. We also couldn't drop them over flares the other person had dropped their crates at, effectively keeping us from dropping 6 out of 10 crates. Since there was no point in circling around the map for 30 minutes, I crashed my plane. 6 out of 16 crates destroyed - no money gained.

Just a few minutes ago - warehouse is fully stacked - we decide to sell again. It's an airplane mission. We joke about my loss from yesterday and decide to stick together for this round. He flies over the flares with me behind him. He drops 4 out of 5 crates successfully whilst I can't drop a single one. After 4 he we get the message of the final spot being heavily guarded by police. He drops his fifth and final cargo and is done with his part. I'm just circling around Los Santos, trying to drop my stuff again. Can't interact. Not even a pop-up telling me to press a button. No markers left on the map. Cue plane crash to end my misery and to lose 8 out of 16 crates without any monetary gain again.

It's the white widow warehouse (16 slots), vanilla cuban without any modifications and trying to sell them all at once. So far has happened twice and I don't want to lose more money before gunrunning hits. Seems pretty reproducable though.

Note: A few weeks ago, there was no problem for me when dropping of plane cargo, but that was 5 flares per plane. So it might just be that exact method of delivery. Not known if this is a known bug yet, but just a heads up for those who run the same setup as me.

TL;DR: Got 4 drop offs for plane mission, 5/10 cargo can be dropped, one plane can't be emptied. Sale fails and you lose cargo.