"Least crowded" is still crowded. From the busiest days of the year to the slowest, you might be looking at the difference between 100,000 people and 50,000 people. It still takes some planning. If you go to Toy Story Midway Mania, Soarin' or Test Track at Noon on the slowest day of the year, it still might have a 60 minute wait.I love Disney World but haven't been for several years, and the last thing I want to do is plan every day in advance down to which rides and when. Can you experts give your opinion on when is the best time to go if you're looking for the least crowded weeks with weather in the high 70's/low 80's? I'm afraid that if it's not possible to "wing it" anymore, I'll never get Don to go back.
As for perfect weather days, that's tough. Orlando gets hot early (we've seen sweltering heat for Spring Break and as late as October). And the cooler months can be hit or miss. We've had pool days in December and February, and we've also (more rarely) had days where a heavy jacket didn't cut it.
Probably the two best times to go with those criteria (low crowds, nice weather), would be in February (avoiding the week before or after President's Day) or in early December (avoid the week after Thanksgiving and the week before Christmas). Those are slower times, and the weather is usually pretty nice. Probably a bit lower than the upper 70s that you're looking for, but with all the walking I actually find the upper 60s to be MUCH more comfortable.