First of all, 100 SP does not really help someone a lot. So I would say do 4 times 750SP. That probably makes it a bit more easy for yourself as well.
Then my ideas about how to pick those 4 persons. I have a few.
1 let me organize a contest. The winner gets the delegation.
2 organize a contest yourself
3 pick the first 4 people out of the commenters from this post.
4 pick your biggest fans
5 let us nominate someone including a short description. Then you choose.
6 let us nominate someone and then the nominees with the most upvotes are selected by the crowd.
7 let me do the selection and give me a Carte Blanche.
Personally I prefer option 7. But take my advice and don't go for that one 😋😜
lol, I had already thought of 4 and 5, thanks for 6. What would a contest be to have someone win delegation? Thanks.
You can just organize a contest for fun. So if you think you will enjoy a sports betting contest where people need to predict who wins a soccer match, then you should do that.
Or you can organize a contest where people need to do something that you really like. For example of you like photography, it should be some kind of photo contest.
I myself would try to organize something where people need to help newbies, show me some great number/financial analysis or for the biggest newbie engager on Steemit (I would use @abh12345 curation league for this last one)