You could argue he’s a RINO, or neo-con like Ben Shapiro and just hates anyone who isn’t like Bush and his ilk.
I would argue that YWN leans Conservative and is, in fact, pro-Trump. However, they happen to pull a lot of stories from the AP, which has become extremely, shamelessly biased. A lot of sites seem to pull stories from the AP; I imagine its a cheaper license than pulling from Fox or some such thing.
YWN seems to rely on them for their parve news that doesn’t require any YWN-editorializing. However, since Trump has become President, the liberal media works in bashes on him in any and all articles, regardless of the relevance. When YWN writes its own pieces, they seem conservative. This is in contrast to Hamodia, which seems to be legitimately liberally-biased.