Charging in kickstand mode is difficult but not impossible. I try to get the phone slightly elevated on an edge of a surface, like the edge of a laptop I'm charging off of. The holster is extremely secure. Once locked in, it will not pull out unless the latch is intentionally released. I think I've had one pop out since I got it and that was my fault, not having the latch completely caught. You can pull Hard on the phone, once latched in, and it won't come out. The only case I would replace it with is if Seidio came out with the Convert model for the Vivid.