Letters from CleoG 30

There is actually an exploit in the game that can make supply drops easier to intercept. Every so often during the game, Lily will contact you over the radio about a mysterious signal being broadcasted and will recommend you should check it out. She'll provide the location on your map which will most always be in an open field or on a farm. At the location there will be a crate you need to loot at least one item in order for you to be credited for intercepting the drop, you don't need to loot everything for it to count, but I would highly recommend it since these drops will contain up to about 4 crates of ammunition and supplies and some of the best weapons and guns in the game that you won't find looting normally. You can just go intercept the drop normally however, it can get a little hairy since there will be a good amount of zombies, often times feral, bloaters, and juggernauts that can make looting difficult. A loud beacon will be broadcasting at the location which will not only attract zombies from a further distance, but continuously respawning more putting you at high risk to get killed.
Now on to the exploit. Whenever you get the call from Lily, look on your map and make a good mental note of the location of the drop, you'll need to remember where it is. Now instead of going to intercept it, start one of the side missions on your map. It doesn't matter which one you pick, but I found it best to do one where you'll be with another survivor and have to transport them somewhere. Zeds Hunt, Seek and Destroy, Friendly Survivors, Morale Issue, Anger Management, I'm sure I'm missing some but any will work. Whenever you start a mission time basically stands still. Noone in your community will die or go missing, your resources won't dwindle, and you won't fail or lose the opportunity to complete missions because you didn't have time to get to them. Before you complete the mission you started, you'll want to head to the location of the supply drop. Since you've started a mission, the supply drop location will not be shown on your map. This is why you'll want to remember where it is beforehand. Drive to it and you'll notice that beacon won't be broadcasting and there won't be nearly as much infected around giving you the opportunity to loot without the added stress of struggling harder to stay alive. Whichever way you chose to do it, make sure to drive a truck or SUV so you have more inventory space. Once you've grabbed what you want, complete the mission you started. Once completed, you'll notice that the location of the drop will be marked again on your map. In order to get credited for the drop to count towards the achievement, you'll need to drive back to the supply drop. However all you need to do is drive within close range of it, you won't even have to get out of your vehicle and it will show that the supply drop has been completed. Do this 5 times and the achievements yours!