If Stalin lived longer, would he risk basing Soviet nuclear missiles in Cuba, and would he back down?
Short answerPossibly, but Stalin's survival would eliminate the post-Stalin succession struggle and its intelligence openings, changing the conditions so much that the familiar crisis cannot be projected directly onto him.
NotesThe answer does not assume that Stalin would simply reproduce Khrushchev's Cuban missile policy. A deployment remains possible, but Stalin's continued rule removes the factional struggle that followed his death. That infighting created openings for information and intelligence penetration of the Soviet system. Without those conditions, both the decision to place missiles in Cuba and the resulting confrontation could unfold along a substantially different path.