E&O insurance is surprisingly simple to understand. You fill out a 5ish page application, which asks you about the character of your business, your tech infrastructure, and your procedures/policies/etc regarding particular risks. The underwriter reads your application then asks some drilldown questions. The two I got were "Confirm Mr. McKenzie has 5+ years of professional experience in system administration" and "Confirm that the use of Appointment Reminder in a hospital is for the hospital's business administration or the convenience of patients, rather than for treatment/diagnosis/etc of a medical condition." (Translation: If it breaks, does anyone die? If so, we will probably not write this policy.)