Disclosed herein, among other things, is a system for customizing a hearing assistance device for a wearer. According to various embodiments, data corresponding to the wearer's acoustic environment is logged using the hearing assistance device. In various embodiments, the hearing assistance device is fitted by an adaptive fitting process controlled by the wearer, the adaptive fitting process having access to the data logged by the hearing assistance device to customize settings of the hearing assistance device for the wearer. In an embodiment, data related to fitting the hearing assistance device is sent via a network connection to a location accessible by the wearer's audiologist and/or device manufacturer. The sent data is used to create an interactive database, and the database is used for fitting hearing assistance devices for one or more wearers, in various embodiments.