Yeah, had the same problem with 2015 envy. Happened especially if the kite wasn’t pumped up hard enough.
I think that they’ve fixed the issue though since this hasn’t been happening with newer iterations.
1. Yes, you've got the concept of backroll wrong. Backroll is kinda cartwheel-style rotation, where you get inverted, legs above your head. Let's say the rotation axis is roughly through your bellybutton. If you do this "cartwheel" from front to back, it's logically backroll and other way around. If...
Try Switch leash. I used to break somehting like 2-4 leash/season, but this has hold up already one year. Release system is also quite rigid, so you won't release by mistake when passing (which has been problem with some other leashes). Also the price is reasonable.
Never heard of CWB, they look good but the picture of the boot doesn't appear to have the side connectors to the board... I'll look into. Cabrinha H3's look great, I like the low cut and ability to walk in booties. How many sessions will they last? Is the shell durable enough to support buying new ...
Check out kite addict colombia fb/webpage, there are prices and more or less everything you need to know. I rented gear from them and the deal was pretty ok. there is also more kite schools around.