So after a few rewatches, i've created a re-ordering of the episodes that I believe makes for an easier and more concise continuity. Try it for yourself and see if you catch any jokes you might have missed the pay-off for:
E1-E4-E2-E7-E3-E5-E12-E6-E8-E10-E9-E14-E11-E13-E15
Starting with the Michael episodes, you get his arc for the season and the set-up with George Michael that's revisited at the end of the season. Also, putting the Lindsay/Tobias/Maeby episodes together makes their 'flashback' scenes more rewarding i think.
I tried to connect the flashback gathering in the penthouse before George Michael goes to college in a way that slowly reveals each character in the room. The way that scene is shot and revisited in different perspectives later is really brilliant considering it's the only time the whole family is together at once. For instance, in E1, Michael talks with George Sr., Lucille and Buster but you don't see that Lindsay, Gob,George Michael, Maeby, Tobias and Egg are also in the room. In this ordering, for each initial character ep., that scene is shown and revisited. So by E13, you see the resolution of that scene when Michael makes G.M rip up the check and send him off in the stair car.