LolliPIc is a free windows software which allows you to quickly share images and screenshots with others by providing you the tools to take immediate screenshots and to upload your images to an image host with ease. This program resides on your computer as a background process and can be operated with a few easy hotkeys if you need speed OR you can use its dashboard to handle all of the images you take.
Some of the great features of LolliPic:
Multiple Capture Modes. Not only can you do a fullscreen capture, but you can also capture the currently selected window, one specific monitor in a multi-monitor setup, free-drawn capture shapes (rectangles, triangles, ellipses, polygons), and more.
Automated Capture. If you want to take screenshots on a regular interval, you can! The automated capture isn't as flexible as a manual capture since you're limited to either a rectangular region or a full screen. This is a great option if you need, say, a time lapse of an activity.
Screen Recorder. If you need a screen-recorded video, LolliPic works in a pinch. You can select a region of the screen and have it record, outputting as a video file OR an animated GIF. It's not as robust as a true screencasting solution, but the option is always there.
Multiple Upload Methods. You can immediately upload the screenshot(s) that you just took, you can upload directly from a file, upload from your clipboard, drag-and-drop, or upload directly from a file's right-click menu in Windows Explorer. You can even upload non-image files like text files.
Multiple Upload Services. Unlike Puush, where your images are uploaded to Puush's servers, with LolliPic you aren't stuck having to use one specific image host. You can upload to Imageshack, Photobucket, Imgur, Flickr, Tinypic, Picasa, Twitpic, and more.
Windows Server 2008