Most derp moment in Naruto?

[JackelLord]

lol this exactly. Another one in contention would be Kakashi asking Madara if he had both Rinnegan after they all seen him with both lolz

Kakashi's "big plan" was teamwork. Didn't even formulate anything other than "hey, remember what you guys did during the bell test? Go with that ". That's not really making a plan.

It was still a derp Sakura Moment. They could've thought things through.

 

[WalksInShadows]

It was still a derp Sakura Moment. They could've thought things through.

Sakura did, which is why she said she was going to create a distraction that would allow an opening for the other 2. She had her Byakugo active, so it's a pretty clear indication she knew what she was doing even if it didn't work in the end. It's not like she knew about the Limbo Clone jutsu and still attacked him w/o her jutsu active.