Not sure if I got your schedule right, but I read that you
feed at 9-10am
walk in the afternoon
feed at 5pm
walk at 8-9pm
sleep by 9:30pm to 11pm
If my understanding is correct, then does that mean Teddy only has a chance to pee/poo twice a day? If you're sleeping by 9:30pm and not waking until 9am, that's 12 hours of holding in his potty! And if he doesn't get walked in the afternoon, whatever time that may be, that's 12+ hours.
Do you also have pee pads for him for indoor potty? Or maybe I read your post wrong...
General rule of thumb for puppies is that they can hold one hour for every month they are old. So at 7 months, Teddy can probably hold 7 hours to 8 hours in between potty breaks.
My schedule differs from yours slightly but Scottie hasn't had an accident in months and he's outdoor potty trained. He's fed twice a day and walked three times a day. Basically, he has his potty-walks before his meals and potty-walks before bedtime.
potty walk at 6:30am
eat breakfast at 7am
potty walk at 4pm
eat dinner at 5pm
potty walk at 9:30pm
bedtime...