Love is more of an issue of Cleveland leaving him than the other way around. Love is underused in Cleveland and they can get a 3 pt shooting big that doesn't play defense for a lot less than what Love will want. Meanwhile, Love can absolutely be a #1 option on offense, so why would he want to stay in a reduced role? It makes sense for both sides for him to leave, but teams would obviously rather have a marketable star than a role player and a star would rather be on a team with LeBron than a team with no stars whatsoever.
Dan Gilbert though is a cheap [expletives referring to him being shortsighted] who made all his money on predatory loans and is easily the weak link here. If he gets cold feet about spending, then Love is out. I don't know, I could see it going either way. I haven't listened to the podcast yet but I could honestly see Love walking. Now, whether he comes to Boston or not is a different story....