Quantum Leap

Needs Roads to Power, and ONLY the "Choose a New Destiny" option on succession counts - other character-switching events don't (though they don't reset progress either). So: play a dynasty too big to die out - the 1178 Rurikids, who also hand you Prolific - and simply choose a new destiny at every death. To die more often, the wiki suggests high-danger pilgrimages to the furthest holy site, always taking the riskiest option, with maxed stress as an accelerant. Five deaths, five new lives, achievement.