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Spark

Spark is a tool for OS X that can make just about anything easier. It enables you to create any custom keyboard shortcut you want (choose carefully) to do absolutely anything you want. You can easily make it open a program, but you can also have a keyboard shortcut execute an iTunes command, open a specific file or folder, execute a number of system commands, simulate typing for a blob of text OR run an AppleScript script which (with very little difficulty) could literally be used to do absolutely anything else due to the power Apple has leveraged into AppleScript ... be careful.

7-Zip

This is just a sweet, simple little Windows archive utility. Most people can use it instead of WinZip, as most people don't use the advanced features of WinZip.

TrueCrypt

This is an open source project which enables the user to create an encrypted disk image (effectively a file which appears as a disk to your computer). This enables secure storage of sensitive information. The operation is relatively straight forward and the learning curve for new users is very small.

It supports command line and GUI operation as well as password-only and certificate based authentication.

This can be used for keeping all of your information secure or simply sending a collection of sensitive files to someone over the internet.

CoRD

Bottom line: hands down the best RDP client available for OS X.

TeamViewer

For many years I've used tools such as VNC, RDP and the loathsome WebEx for remotely assisting people with computer issues. Some months back I stumbled upon TeamViewer. I was reluctant at first as this is a closed source commercial program. And, be forewarned that your connection is running through their servers - not something to be taken lightly by any security conscious users out there.

Startup Control Panel

The best little tool to control what programs, scripts and services fire when your Windows (95,98,ME,2K,XP) starts up.

nnCron Lite

nnCron is a Windows version of the standard Unix cron (crontab) utility used to automatically run tasks and programs at specific intervals. For those used to the using crontab on Unix based systems, nnCron is a freeware version that will feel right at home. For those who are just looking to run automated tasks, the regular version of nnCron has a graphic interface that allows anyone to run this program.

CHMOX

This is quite simply a CHM (Windows Help File) viewer for Mac OS X. CHM's are one of the little pieces of Microsoft engineering that I really liked, but they took steps to prevent anyone writing a program to open them on other platforms (Mac, Linux, Unix, etc.). Well, the hackers finally broke through this one too. I simply can't tell you how happy I was when I finally found this simple little program.

HTTrack Website Copier

An Open-Source utility to mirror web sites from the internet. Very useful when switching servers or ISP's.

Irfan View

IrfanView is a very small graphic viewer program. It is known for efficient use of resources and the ability to open nearly every media file there is. Additional features include screen capture, basic graphic editing, file conversion, scanning capabilities, filter effects, and the ability to edit graphic palettes.