We first got Piper in September, and we kept him in a large tiled area, with a litter box and pad in it. He would pee in his box rather consistantly, but he would poop in various places. We came to realize, him being two pounds, that a 24x24 room is awfully big for a little guy, and we thought he might be losing his way, or so busy with other things, and too little to be responsible for his potty. So, Piper started to live in a 10x6 laundry room with a baby gate, and with much praise and treats (and crate training everywhere else with potty breaks every hour at first) he became very successful with his litter box. After about a month, we tried to give him the entire kitchen. But, he must have been too young. He got moved back to the laundry room. It has now been 3 months, and he is in the large kitchen, and so far successful. Your pup probably needs guidance before freedom, and the pups desire not to "go" where they have fun and sleep is strong enough to use to your advantage. I see that you are in Chicago--I am in the Naperville area, I am new to using this, but I hope that helps. I have read a lot of your questions. I would feed the pup at structured times, so that potty training is easier, you will see patterns develop. Piper likes to poop during morning eating (go figure), but at night by himself when I am sleeping. But, I know in the morning, not to let him loose without the pees and poops. Any questions, let me know! Good luck!