I really, really, tried to like Kicksend. The usability was horrible though. My main use case was that I'd upload some pictures and share them to a list of family and friends of the new baby - keeping the pictures off of email and gaining some small increase in control.

Then we get into the problems...

There was no good way to bulk maintain pictures. Horrible. Lists? They didn't work. Half the time the email wouldn't be sent out to the group after I shared something. Fail. So, the last time I tried to use it - and realized that nobody got what I sent out, I spent an hour manually deleting every file in my account (since, again, there were no bulk interactions). On top of that, there was no way to simply delete my account.

Kicksend was good in concept, but execution and reliability of it working was one of the worst of any apps I've used in the past few years. I finally ended up switching to a Pro Flickr account and just share things via Guest Passes. Works as expected.

Kicksend was something I really hoped worked well, but all it was to me ended up being a pretty UI that I couldn't trust to work at all. I would have paid for an account had it - since I really did like the interface.