Here is my idea although rough. If someone wants to win the Pi they should write up in a post the way(s) they plan to use it. Eg. I want to make a pi-hole and a google home project as my first Pi Projects. And they also need to agree to post status updates to steemit to keep you and the community updated. Then have them submit the entry into the competition post by the comments section. Also, you can add any other crieterion such as title, link, image, etc. And if it's your pi, unless you feel the need for judges. You can make the final call youself.