A system for treating a medical condition associated with pain, the system comprising: an earpiece; a pressure generator coupled to the earpiece and configured to apply pressure through the earpiece to move the tympanic membrane of the ear; a computer-readable memory storing a plurality of pressure treatment parameter profiles, the profiles comprising time duration, pressure pulse frequency, and pressure amplitude, a user interface configured to output information to a user and to receive input information from the user; and at least one computer hardware processor; wherein the computer-readable memory stores instructions that are executable by the at least one computer hardware processor to cause the system, preferably in a computer implemented method or software, to: receive first pain information comprising one or more pain intensity values for one or more corresponding pain locations on a head via the user interface; operate the pressure generator to administer pressure treatment to the ear according to a first pressure treatment parameter profile for a first treatment phase; receive second pain information comprising one or more pain intensity values for one or more corresponding pain locations on a head via the user interface after the first treatment phase; characterized in that the system is configured to select a second pressure treatment parameter profile for a second treatment phase based at least in part on a comparison of the second pain information to the first pain information; and operate the pressure generator to administer pressure treatment to the ear according to the selected pressure treatment parameter profile for the second treatment phase. an earpiece; a pressure generator coupled to the earpiece and configured to apply pressure through the earpiece to move the tympanic membrane of the ear; a computer-readable memory storing a plurality of pressure treatment parameter profiles, the profiles comprising time duration, pressure pulse frequency, and pressure amplitude, a user interface configured to output information to a user and to receive input information from the user; and at least one computer hardware processor; wherein the computer-readable memory stores instructions that are executable by the at least one computer hardware processor to cause the system, preferably in a computer implemented method or software, to: receive first pain information comprising one or more pain intensity values for one or more corresponding pain locations on a head via the user interface; operate the pressure generator to administer pressure treatment to the ear according to a first pressure treatment parameter profile for a first treatment phase; receive second pain information comprising one or more pain intensity values for one or more corresponding pain locations on a head via the user interface after the first treatment phase; characterized in that the system is configured to select a second pressure treatment parameter profile for a second treatment phase based at least in part on a comparison of the second pain information to the first pain information; and operate the pressure generator to administer pressure treatment to the ear according to the selected pressure treatment parameter profile for the second treatment phase. receive first pain information comprising one or more pain intensity values for one or more corresponding pain locations on a head via the user interface; operate the pressure generator to administer pressure treatment to the ear according to a first pressure treatment parameter profile for a first treatment phase; receive second pain information comprising one or more pain intensity values for one or more corresponding pain locations on a head via the user interface after the first treatment phase; characterized in that the system is configured to select a second pressure treatment parameter profile for a second treatment phase based at least in part on a comparison of the second pain information to the first pain information; and operate the pressure generator to administer pressure treatment to the ear according to the selected pressure treatment parameter profile for the second treatment phase.