Regulatory Compliance

Many non-profit organizations are involved in government-regulated services such as health care, employment acquisition and training. Other activities require adherence to other laws, such as building codes. How do you keep track of all the regulations that you need to follow?
How do you store compliance documents such as sign-offs, NDAs, and contacts?
What do you use for secure document storage and transmission?
How do the SysAdmins get along with the Lawyers?
When is encryption required? What do you encrypt and when?