Droplr

Pros

Very simple workflow: you press a shortcut, select an area on the screen and get a link in your clipboard. Or, if you want, you press another shortcut and draw extra info on your screenshot.
A lot of my friends are using Dropbox for this, but I hate how heavy is the dropbox web page when you click the link. I think it even tries to convince you to install the Dropbox app, which is extremely annoying.
Also, love the screencast feature, use it all the time.

Cons

It feels like the app became a bit more buggy in recent days. In particular, uploading a screencast sometimes crashes the app, and there are few annoying bugs in the drawing editor.

Pros

The overall cost and customer service is great. I have been using Droplr for some years now and though I may drift and try some other services, I always stay with Droplr. And when it comes to working with my customers and sharing assets of different types with them there just isn't anything easier or more convenient to use. I absolutely love Droplr and can't recommend it enough.

Cons

The primary issue I have is that I use Droplr on all my devices, including my iPad. There used to be a great iPad app but that has long since been abandoned. Please bring it back, I need it!

Pros

Easy to use and feature-packed .. lots of customization options and I would've given it 5 starts straight if it wasn't for the below bugs

Cons

- Buggy (many times I record to find out that screen recording crashed in the middle OR when done video, software gets stuck at uploading)

- Difficult support to get hold of, once you do, they are helpful (must be fare)

Pros

Droplr is my go-to software for sharing files quickly. I got the life time deal back when it was on appsumo and have been a daily user of it since I bought it. Even without the LTD, though, it's wonderfully cheaply priced - and the limits are high. Sharing most files and screenshots is super easy.

Cons

I have two differently sized monitors. One is 3840x2160, the other 2560x1440. Because of this, Droplr can't screenshot on either of my monitors properly. It can't adjust. Other softwares don't have this problem, so I have to work with Snagit to take the screenshot, have it add it to my clipboard, and then share it like that. Totally okay to deal with, but not great from a testing perspective. They also did not take action when I contacted them about it.

Pros

Droplr is a great tool to share screenshots, screen recordings and files almost instantly. I love how easy it is to set up and share stuff with other people. Since I have it, I'm using CloudApp much less, as its interface is better and it offers a much better functionality to organise files online.

Cons

The only thing I'm missing in Droplr (which I do have in CloudApp) is the ability to send a screenshot or recording straight to my clipboard instead of copying the link. I sometimes need this functionality more often than the link sharing, so that's the only reason I haven't ditched CloudApp.