Okay, guys...I'm totally going against the grain on this one and tell you my issue with our UY. I will qualify...our situation is a little unique, but here are some things to consider.
We have an Aug UY and DH is a teacher. We will be traveling the same times each year for at least the next 20 years - summer, possibly Christmas, and possibly Spring Break. Unless we move to year-round schooling, that will never change. With that said, I don't worry about cancelling trips, but I do have issues with banked points. When we bank points, they expire at the end of July and this forces us to travel in June or July. If I had a Dec UY, for example, I would have till the end of July to cancel and bank if I chose to, and I would be able to travel any time during the summer without even having to consider when the points will expire. I have run into this issue for two years in a row with vacations.
One more scenario. Let's say we decided to bank/use/borrow points for a huge vacation in July. If we have to cancel, we'd have no time to use the points and would basically lose 3 years worth of points with one transaction. Now, that may be the one time I would consider
trip insurance. Honestly, though, I don't concern myself with cancelling, just the banked points issue.
Bottom line, if I had found these boards and known then what I know now, I would
NEVER have purchased an Aug UY. I dislike my UY so much that I have seriously considered selling and re-purchasing. I know most will tell you it's not an issue, and I believe them. I really don't think it is an issue for the majority. However, for those of us with "fixed" schedules or inflexible/unpredictable jobs, it can be a huge factor.
Hope this and OPs help you make the best decision for you!!!