- Trying to figure out why the hell are the Don's car keys in a tree of all places in the first mission "Anathema".
- In "Tracking Hayamoto", one of the assassinations options is to improperly prepare Hayamoto's Jr's Fugu fish so that he ingests a lethal does of poisoning. What's funny is how the game's logic handles his death: he dies at the dinner table and you are alerted that guards (in the same room!) have "found" his corpse, as opposed to something like "witnessed Hayamoto Jr. die".WARNING: THE GUARDS HAVE FOUND THE CORPSE OF HAYAMOTO JR.
- In "The Hidden Valley", "At The Gates" and "Shogun Showdown" levels of Silent Assassin, the blow of being so frequently spotted gets softened by the rather unintentionally hilarious alert message when disguised as a guard:GUARDS NOW LOOKING FOR SUSPICIOUS NINJA.
- On a related note, stealing Agent 17s clothes in St. Petersburh revisited gives you the wonderful message "Guards now looking for suspicious clone".
- The solution to "The Jacuzzi Job". Charlie is enjoying a threesome with three busty bodyguards in his hot tub. Eventually, the ladies will leave to take a powder, and you can have way with Charlie. When the girls return, they won't notice Charlie's disappearance or even try to look for him — say, behind the vibrating bed.
- If you use the "Strangle Sergei glitch" before emptying the church in the final mission, his character model will be completely broken when you do. It looks just as ridiculous as you can imagine.
- The Silverballers. Just how comically overpowered are they? Shooting someone with them will result in some absolutely hilarious Ragdoll Physics with most victims being Blown Across the Room.
Funny / Hitman 2: Silent Assassin