Allows you to drag-n-drop messages directly from Outlook into web applications (like JIRA).  This way you can avoid manually saving the msg to your desktop, then having to browse  -->  upload to add the file into JIRA.

Outlook Drop

PuTTY replacement...  Killer feature is the follow terminal folder option that watches for cd /xyz/ operations and updates the explorer like windows view.

MobaXterm

Zoom in on a portion of the screen during presentations, and then control with scroll wheel.  Also allows you to annotate.
I map to Ctrl - +

ZoomIt

After a hard drive loss I started using this.  Not a big name but my favorite backup tool, very configurable.

Cobian Backup

Replacement for PrintScreen key/operation.  Perform quick cropping and highlighting on the fly

Lightshot

One of my favorites

Stuff You Should Know

 TBD

Stuff You Missed In History Class

TBD

Joel Spolsky