Sometime neutering them does help. How old is Leo again? I'm sure you have told me or I have read it, but my memory sucks! LOL

When he does pee in the crate how long has he been in there? Could it be he just can't hold it anymore or maybe he didn't pee before he went in the crate? Ollie peed and pooped in the crate as a puppy and would only cry AFTER he made a mess....like hey I'm in here with my MESS COME CLEAN THIS UP. I used to get so frustrated with him. He was not supposed to pee or poop where he sleeps. But put him on the bed and that all stopped. WEIRD....My boy is strange, but I'm happier with him in bed with me for sure. He's a cuddle bug, after WILD MAN TIME is complete. WE have a routine where as soon as we get into bed he wants to play and play rough! The hubby plays hard with him and likes to smack him in the face, but I keep yelling at him cut that out! Get his toy and play with him, don't teach him to bite your hands dork! My man doesen't always get it.....