Training your pup to go both on pad and outside is little harder but can be done. You want to make sure that your pup realizes that going on the pad or outside are the only acceptable places to go, not anywhere else. So for this the only thing I can suggest is getting your pup to recognize and obey the go potty command. This way your pup will know that he can go on the pad or outside because you gave him the command that it was alright to do so. As far as crating him for two weeks and then putting him back in his expen, it all depends on how fast your pup picks up on the pad or outside training. The only thing is that if you go back to putting him in the expen after two weeks and he does not go on the pad all of the time, you have to go back to putting him in the crate.
For getting him to be able to tell you when he has to go, everytime right before you put him on the pad or go outside for him to go potty ask himi n a exciting voice "do you have to go out" or "you go to go potty". It will take some time, but if you remember to do this everytime he will pick up on it and when you ask he will be able to give you some sign that he has to go. My one dog when asked if she has to go out, will get excited and run to the door when she has to go out, otherwise she does not do this. My other dog when asked will bark and back up and repeat this until I get up to let her out. So watch for signs that your dog is telling you that he has to go out when you ask him. Good Luck with your training and let us know how things go.