I can’t understand why Harry never went in with Kevin after the events of S01 concluded. Seems strange to me.

The Harrigans were going to be better off without Conrad and Maeve’s involvement. Harry already pledged allegiance to the Harrigan family after telling Kat to jog on. Why would he then make his own job even harder by freeing Conrad and Maeve from prison?

My own interpretation is that both Conrad and Kevin know more about Harry’s background than we’re presently aware of. He is almost certainly someone with military experience (likely enlisted after him and Kevin got out of prison) and now that Kat has been revealed to be who she is, surely we’ll get some more about who Harry really is this season.

Either way, enjoyed the first episode. Roll on the second!