This monograph examines post-revolutionary Iran’s grand strategy by way of its adjustments at three key inflection points. The first (1988-91) spans the end of the Iran-Iraq war, the collapse of the bipolar order and the First Gulf War, along with internal structural changes following Ayatollah Khomeini’s death. The second (2001-03) encompasses 9/11 and the US invasions of Afghanistan and Iraq. The third (2011-15) corresponds to the more recent Arab uprisings and the increasing internal and external pressures Iran faced over its nuclear programme.