This particular achievement would be a good one to try and get earlier in the game, since enemy difficulty could increase as you progress making securing supply drops harder for you. Some quick tips:
- Listen for the sound of plane engines to know when a drop is incoming (and always pay attention to your HUD for alerts about incoming drops).
- The planes usually fly directly over you and drop the package relatively close by (unlike PUBG).
- If you're playing co-op, both partners should be able to loot the drop and pop the achievement.
- Supply drops have decent stuff so never pass one up!