An external ear canal pressure regulation device configured to generate stimuli including a pressure regulation profile for alleviating one or more symptoms of a disorder including one or more headache syndromes or for treating the one or more disorders including headache syndromes, and configured to provide a first external ear canal pressure lesser or greater than ambient pressure, the device comprising: a first fluid flow generator capable of generating a first fluid flow and capable of generating a first pressure differential between the first external ear canal pressure and the ambient pressure effective for alleviating the one or more disorder symptoms or for treating the one or more disorders; a first earpiece having a first earpiece axial conduit which communicates between first earpiece first and second ends, said first earpiece axial conduit fluidicly coupled to said first fluid flow generator, said first earpiece having a first earpiece external surface configured to sealably engage a first external ear canal of a first ear as a first barrier between the first external ear canal pressure and the ambient pressure; a first pressure sensor arranged to generate a first pressure sensor signal which varies based upon change in a first pressure differential amplitude of the first pressure differential; characterized by a first pressure sensor signal analyzer comprising: a first pressure differential amplitude comparator which compares a preselected first pressure differential amplitude to said first pressure differential amplitude, a first fluid flow generator controller operable to control said first fluid flow generator to adjust said first fluid flow to achieve said preselected first pressure differential amplitude based on the comparison made by the first pressure differential amplitude comparator; wherein the first fluid flow generator is operable to generate the first fluid flow in a first direction to produce the preselected first pressure differential amplitude and to generate the pressure regulation profile including a regulation profile with positive pressures compared to ambient pressure, wherein the first fluid flow generator is operable to generate the first fluid flow in a second direction to produce the preselected first pressure differential amplitude and to generate the pressure regulation profile with negative pressures compared to ambient pressure, and wherein the fluid flow generator is operable to generate positive pressures greater than positive 2.5 kilopascals or negative pressures greater than negative 2.5 kilopascals compared to ambient pressure. a first fluid flow generator capable of generating a first fluid flow and capable of generating a first pressure differential between the first external ear canal pressure and the ambient pressure effective for alleviating the one or more disorder symptoms or for treating the one or more disorders; a first earpiece having a first earpiece axial conduit which communicates between first earpiece first and second ends, said first earpiece axial conduit fluidicly coupled to said first fluid flow generator, said first earpiece having a first earpiece external surface configured to sealably engage a first external ear canal of a first ear as a first barrier between the first external ear canal pressure and the ambient pressure; a first pressure sensor arranged to generate a first pressure sensor signal which varies based upon change in a first pressure differential amplitude of the first pressure differential; characterized by a first pressure sensor signal analyzer comprising: a first pressure differential amplitude comparator which compares a preselected first pressure differential amplitude to said first pressure differential amplitude, a first fluid flow generator controller operable to control said first fluid flow generator to adjust said first fluid flow to achieve said preselected first pressure differential amplitude based on the comparison made by the first pressure differential amplitude comparator; a first pressure differential amplitude comparator which compares a preselected first pressure differential amplitude to said first pressure differential amplitude, a first fluid flow generator controller operable to control said first fluid flow generator to adjust said first fluid flow to achieve said preselected first pressure differential amplitude based on the comparison made by the first pressure differential amplitude comparator; wherein the first fluid flow generator is operable to generate the first fluid flow in a first direction to produce the preselected first pressure differential amplitude and to generate the pressure regulation profile including a regulation profile with positive pressures compared to ambient pressure, wherein the first fluid flow generator is operable to generate the first fluid flow in a second direction to produce the preselected first pressure differential amplitude and to generate the pressure regulation profile with negative pressures compared to ambient pressure, and wherein the fluid flow generator is operable to generate positive pressures greater than positive 2.5 kilopascals or negative pressures greater than negative 2.5 kilopascals compared to ambient pressure.