Welcome to The Sand Trap!

Read the review that @iacas wrote, and ask me any questions that you have.  With the narrower wheels at the read, it takes a little getting used to.  Its a little bit tippy when you lift the front wheels to turn it, especially on a slope..  But remember, this is meant to be controlled by the panel on the machine, so you're never likely to be far away.   As for durability, after about 3 months of active use, I see no reason to be concerned.  Obviously I may find out different after a year or two, but the quality of both design and construction appear to be very solid so far. I use a Ping Hoofer, and the bag stays pretty stable in its "cradle".  It does tend to twist a little, but that hasn't been an issue as far as how it functions.  

A 5 yard difference in height isn't going to make enough difference in the wind to make it worthwhile. Keep the more forgiving hybrids.

My daughter, and yes, it's pretty darn secure. I've never had a problem with it shifting much at all.

I think it depends on the course, who you're with, and what type of golf is being played. I have a group that we always get 4 of us together to play and one of us will bring a speaker. We also smoke a cigar or two. We also have MULTIPLE beers along the way. It's a guys get together on a golf course. But we are NOT loud enough to bother anyone else. You can't hear the music when we're on the green away from our carts. I have another friend that would NEVER allow a speaker/music during his round. We play significantly more serious golf. I walked 9 the other day by myself and thought that having earbuds might be a nice way to do that.  

I see the young lady in the review is using a Sun Mountain carry bag. I have an old Powacaddy, and tried a Kangaroo, and my carry bag moved all over the place on those. Does the carry bag stay in place on the QOD?