This is actually a topic that comes up on many golf forums. With the multiple tees that are on golf courses, it kind of likens to the multiple tees and baskets, so long as you can somewhat quantify each one's difficulty in relation to the other combinations.
The consensus there is, you start from the easiest set of tees (in your case, this would be short tees to short baskets). You set a goal of, say... 10 over. The goal doesn't have to be +10, but whatever it is, it should be attainable, but you shouldn't immediately shoot for the stars and set your goal to be even par if you've never broken into single digits over par. You then work on that set of tees only, working on having a target within your reachable distance and not just hucking it out because you've no other choice.
Once you average your goal over, let's say five games, you move up to the next combination (let's say long tees to short baskets). Since the difference shouldn't be all that drastic, you can leave your goal at +10, because you've increased your difficulty by adding distance. You continue to work and try to bring your score to that average of +10. As a result of your experience on the short tees, you know that there are some lines you can and cannot attempt on that hole further up, and you can start to work on your approach game more.
The focus of this combination is to work on distance a bit, but more importantly, disc placement. If the pin is 300' out and to the left, you can throw it 290' to the right, and can still have a 150' shot if you really screw it up. Strategy starts to come into play more.
Once you get to your goal again, move to the next set of difficulty, and finally to the hardest one, where you can hopefully be skilled enough to play decently as a result of your training on the lower levels.
The point of all this is that improving performance is greatly aided by having definite goals, and not by just going out and hucking plastic. Each step up adds a small amount of variables to the equation, and teaches you better control and course management than the last, while at the same time giving you the chance to succeed at each level by giving you realistic levels of difficulty (as opposed to just turning it up to the max immediately). Another reason that this system is beneficial is that if you're playing way outside your ability, you're also probably holding up the course and the people behind you searching for lost discs and taking extra shots.
If you want to just go out and huck plastic and have fun, then don't worry about all this, and just go have fun! But if you want to improve, you have to have goals, and a direction to go, and hopefully this gives you an idea on how to set and achieve those goals.