A case (100, 204) for transporting and charging a pair of earbuds (115a, 115b, 202a, 202b), the case comprising: a housing having one or more cavities (110a, 110b) configured to receive the pair of earbuds; circuitry including a processor and a charging circuitry; an earbud interface that enables circuitry to communicate with the pair of earbuds, the earbud interface comprising: a first pair of electrical contacts that interface to a first earbud of the pair of earbuds; a second pair of electrical contacts that interface to a second earbud of the pair of earbuds; a wireless radio; the case further comprising: a case battery; an earbud detector configured to detect when at least one earbud of the pair of earbuds is placed in the one or more cavities by detecting one or more electrical characteristics of the at least one earbud when placed in one of the one or more cavities, wherein the earbud detector is part of the processor; a power source interface capable of carrying power signals to interface with a power source that supplies power to the case to charge the case battery; wherein the charging circuitry is operatively coupled to the pair of earbuds through the first and second pairs of contacts and is configured to initiate charging of the at least one earbud when the earbud detector detects that the at least one earbud is inserted into the one or more cavities; characterised by a lid attached to the housing and operable between a closed position where the lid is aligned over the one or more cavities and an open position where the lid is displaced from the one or more cavities; and a button disposed on the case and operatively coupled to the processor that is configured to, via the wireless radio, wirelessly send a signal to at least one earbud in the pair of earbuds to place the earbud into a pairing mode. a housing having one or more cavities (110a, 110b) configured to receive the pair of earbuds; circuitry including a processor and a charging circuitry; an earbud interface that enables circuitry to communicate with the pair of earbuds, the earbud interface comprising: a first pair of electrical contacts that interface to a first earbud of the pair of earbuds; a second pair of electrical contacts that interface to a second earbud of the pair of earbuds; a wireless radio; a first pair of electrical contacts that interface to a first earbud of the pair of earbuds; a second pair of electrical contacts that interface to a second earbud of the pair of earbuds; a wireless radio; a case battery; an earbud detector configured to detect when at least one earbud of the pair of earbuds is placed in the one or more cavities by detecting one or more electrical characteristics of the at least one earbud when placed in one of the one or more cavities, wherein the earbud detector is part of the processor; a power source interface capable of carrying power signals to interface with a power source that supplies power to the case to charge the case battery; wherein the charging circuitry is operatively coupled to the pair of earbuds through the first and second pairs of contacts and is configured to initiate charging of the at least one earbud when the earbud detector detects that the at least one earbud is inserted into the one or more cavities; characterised by a lid attached to the housing and operable between a closed position where the lid is aligned over the one or more cavities and an open position where the lid is displaced from the one or more cavities; and a button disposed on the case and operatively coupled to the processor that is configured to, via the wireless radio, wirelessly send a signal to at least one earbud in the pair of earbuds to place the earbud into a pairing mode.