The most challanging project was one involving installing Microsoft Y2K upgrades for a company with 140 users. 
There was approximatly 6 patches that had be installed on each computer and the company involved wanted all the patches to be applied to all workstations in a 2 day period. 
I completed the project in about 1 1/2 days by working from 3:00 pm to 3:00 am