Perhaps “loser” is a way that POTUS has ID’d clown assets?
If so, here’s a list from his tweets:
2019 Mar 20: George Conway
2019 Mar 19: Mr Conway (Kellyanne’s husband)
Mar 17: retweet from @vmbb12: “they” Fox?
Feb 19: never called McCabe’s wife a loser to him
Jan 12: Comey, McCabe, PS, LP, & more
2018 Aug 16: Blumenthal
Aug 13: “told me she was a loser” : Omarosa??
Aug 11: Comey, McCabe, PS, LP, and others. “clowns and losers”
Jun 17 PS
2018 Apr 21: “drunk/drugged up loser who hates Cohen” : Haberman??
2018 Feb 18: CNN
Nov 18: HRC
2017 Nov 15: CNN
other uses of “loser”
2018 Jan 16
2018 Jun 11
2019 Mar 17
2019 Mar 4 dems are sore losers
Interesting speculation. I once heard someone suggests that everyone he gives a nickname to is actually deep state.