A drainage stent delivery system including an elongate shaft of a medial device, a drainage catheter or stent, and a retention mechanism for selectively retaining the drainage stent on the elongate shaft. The tubular stent is positioned on and surrounding the elongate shaft. The elongate shaft includes a distal tip portion which is deflectable from a first position to a second position, the distal tip portion of the elongate shaft being biased toward the first position. Deflecting the distal tip portion of the elongate shaft from the first position to the second position moves the distal tip portion toward the central longitudinal axis of the tubular stent to allow the stent to be decoupled from the elongate shaft.