Let's see.....about 15+ mins from gate to DME area. Then, it depends on your wait time to checkin. That could be as short as 1 min (your vouchers are all fine, you just head to the bus line where they are scanned) or longer, such as 10 mins depending on how many are before you in the counter line. Then, wait times for the bus could be 0 or 20 mins...depends on when the bus arrives. If you arrive at the bus line and there are a ton of people ahead of you, then your wait time is likely to be less....the bus should be coming along shortly. If you are the first person in the line, your wait may be longer.
Then, once on the bus, you could sit for 1 min or up to 20 or so mins...depends on where you fall in the line.
30 mins to WDW...add another 5 mins or so for each subsequent stop.
All in all, it's an average of 70 mins from gate to resort. I have had times as short as 55 mins, and one time as long as 90 mins. Most trips took about 60-75 mins. If you arrive ontime at 10:20, you should be at POP by 11:30-11:45. The vast majority of times (5) that I have taken DME to POP, we were the first stop. That one long time, of 90 mins, was also to POP but we were the last of three stops with longer than normal stops at the first two resorts due to a ton of luggage being taken off the bus at each stop.