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Message: <blockquote data-quote="Hautamaki" data-source="post: 5554584" data-attributes="member: 42219">Here's what I did in a similar situation; the PCs also knew they were targeted for assassination.First off, I let it simmer for a session and a half, with a few mundane encounters between their warning and the actual assassination attempt.  One of the mundane encounters was set up by the assassin by having some street thugs ambush them in a dark alley while the assassin spied on them from afar.For the encounter itself, the assassin disguised himself as a local lord's man-at-arms.  The PCs were being escorted by 10 of the lord's men-at-arms and 2 mounted knights across town to arrest another local lord.  The assassin secretly insinuated himself into this party and bribed the knights to attack the party along with their men-at-arms as they passed through a wooded park in the city.  So the PCs were suddenly attacked by 2 knights and 10 men-at-arms (one of them secretly the assassin in disguise).  This encounter was difficult enough for the party even though they were of 5th level, at full HP, and with good equipment.  The assassin was also 5th level but fought them as a regular man-at-arms until he was able to get a really good back attack off and put one of the PCs down.  The PCs won the fight with 2 people unconscious but none dead; a thoroughly successful encounter.</blockquote>