A plectrum or pick for an instrument is provided. The pick includes: a pick body having a central portion configured to be held by a user and a tip configured to contact an instrument string; at least one sensor arranged on or embedded in the pick body and configured to sense information representative of a pluck of the string with the pick body; and at least one pressure sensor arranged on or embedded in the pick body. The at least one pressure sensor can be configured to sense pressure between the pick body and the user's hand. The pick also includes a wireless transmitter configured to obtain information from the respective sensors and to transmit the obtained information to a remote device. A system for providing feedback to a user regarding picking techniques including an instrument pick and feedback device is also provide.