Grant Winner better Items + making a back 2 back System

Hello,
I’m a bit new to UEFN. I have already created my first boxfight map and tried to set up the system correctly. Unfortunately the item grant system doesn’t work for me when a player wins. Can someone please help me with this and maybe show me how I can make a back 2 back system?
For the back 2 back system, I imagined it so that if the player wins again, he then gets another item every round he wins up to a maximum of 5, i.e. if the player wins 5 times in a row. The items should also be dropped when the player dies and reset to normal.

Thanks in advance🙏