A skin securable medical device comprising: a tip configured for insertion and for delivering therapeutic fluid into the body of a patient, the tip comprising a cannula housing and a cannula for delivering therapeutic fluid therethrough, the cannula having a longitudinal axis, a proximal portion and a distal portion, with the proximal portion configured for residing in the cannula housing; a pump for delivering the therapeutic fluid into the body of the patient via the tip; a sensor provided at the tip and configured for sensing a level of one or more analytes within the body of the patient and configured for providing at least one sensor signal indicative of the level of one or more sensed analytes; a processor for processing the at least one sensor signal and for controlling the therapeutic fluid delivery; at least one first connector provided on the tip for enabling electrical communication between the sensor and the processor; and an adherable housing portion for securing at least part of the device to the skin of the patient, the adherable housing portion including an opening and at least one second connector; wherein upon insertion of the tip through the opening, the at least one first connector is coupled to the at least one second connector establishing electrical communication therebetween and enabling transfer of the at least one sensor signal from the sensor to the processor; and a cannula cartridge unit having a penetrating member for piercing the skin of the patient during insertion of the tip, and an inserter; characterized in that: at least a portion of the sensor is bent with the at least one first connector in close contact with a bottom surface of the cannula housing, and with the at least one second connector located on a bottom side of the opening, for enabling physical contact between the at least one first and second connectors (310,26) upon insertion of the tip through the opening; the cannula cartridge unit and the penetrating member are configured to rotationally align the tip about the longitudinal axis of the cannula, relative to the inserter, such that upon insertion of the tip through the opening of the adherable housing portion, the at least one first connector contacts the at least one second connector. a tip configured for insertion and for delivering therapeutic fluid into the body of a patient, the tip comprising a cannula housing and a cannula for delivering therapeutic fluid therethrough, the cannula having a longitudinal axis, a proximal portion and a distal portion, with the proximal portion configured for residing in the cannula housing; a pump for delivering the therapeutic fluid into the body of the patient via the tip; a sensor provided at the tip and configured for sensing a level of one or more analytes within the body of the patient and configured for providing at least one sensor signal indicative of the level of one or more sensed analytes; a processor for processing the at least one sensor signal and for controlling the therapeutic fluid delivery; at least one first connector provided on the tip for enabling electrical communication between the sensor and the processor; and an adherable housing portion for securing at least part of the device to the skin of the patient, the adherable housing portion including an opening and at least one second connector; wherein upon insertion of the tip through the opening, the at least one first connector is coupled to the at least one second connector establishing electrical communication therebetween and enabling transfer of the at least one sensor signal from the sensor to the processor; and a cannula cartridge unit having a penetrating member for piercing the skin of the patient during insertion of the tip, and an inserter; characterized in that: at least a portion of the sensor is bent with the at least one first connector in close contact with a bottom surface of the cannula housing, and with the at least one second connector located on a bottom side of the opening, for enabling physical contact between the at least one first and second connectors (310,26) upon insertion of the tip through the opening; the cannula cartridge unit and the penetrating member are configured to rotationally align the tip about the longitudinal axis of the cannula, relative to the inserter, such that upon insertion of the tip through the opening of the adherable housing portion, the at least one first connector contacts the at least one second connector. at least a portion of the sensor is bent with the at least one first connector in close contact with a bottom surface of the cannula housing, and with the at least one second connector located on a bottom side of the opening, for enabling physical contact between the at least one first and second connectors (310,26) upon insertion of the tip through the opening; the cannula cartridge unit and the penetrating member are configured to rotationally align the tip about the longitudinal axis of the cannula, relative to the inserter, such that upon insertion of the tip through the opening of the adherable housing portion, the at least one first connector contacts the at least one second connector.