To successfully convince your boss to let you telecommute, you must first make sure your job description fits. Perhaps you would be more successful if you offered to work in the office two days a week instead of diving into a full time proposition. Many employers are more likely to allow you to work from home part time if you are willing to go to the office part of the week. This is particularly true if your job description includes arranging meetings, or organizing group efforts. By recognizing your employer's need for you to be in the office part time, you are reinforcing the idea that allowing a telecommuting arrangement is beneficial to your employer.