This study investigates the peace process between the Turkish government and the PKK, invoking the mutually hurting stalemate (MHS) and mutually enticing opportunity (MEO) formulations of Ripeness Theory. It questions why the negotiations failed although Turkey’s conditions had become ripe for resolution. This research shows that even though the ripe moment occurred before the process steered the parties toward the negotiation table, their perspectives regarding the table ultimately changed due to both domestic and international developments. Hence, the MHS seized at the beginning of the process did not turn into the MEO that would lead to resolution.