As the 21st century approaches, the work environment is transforming, driven in large part by technology. For example, technology is challenging ideas about where and when work needs to take place. Technology allows employees to work from home. However, this new distributed work arrangement brings with it many new challenges for both the employee and employer. In this case, we introduce one company that has decided to experiment with the telecommuting arrangement. Through the eyes of one teleworker, many of the benefits and challenges of telecommuting are explored.