There are many books written on the subject to help you with this area. The first draft is due before your Dean's Letter meeting. The electronic residency application system allows you to prepare one application for many programs. The program handles CV's, personal data, letters of recommendation, and the Dean's Letter. Once the data is entered, you can pick and choose what information goes to what programs.
All data is submitted on the web, and there are application fees.
The number of programs participating is changing every year, so consult Student Affairs for more information.