Heya, Vel! Katsura has very, very personal reasons for being anti-government, which have spiraled into a generalized distrust of anyone with too much power and not enough balances. But overall he's not not opposed to every form of government, just poorly maintained ones.

If I'm remembering my Drake facts correctly (I admittedly know way more about Grayson) I think Katsura is more likely to approach Tim than the other way around! That said, I'm not sure how sneaky Tim is being in this particular instance. Katsura is observant and elusive when it suits him, but also has the subtlety of a brick if you catch him off guard. Basically, I'm not sure who you think is most likely to notice and approach the other first, but I can work with either option!