Twin Cam cam chain tensioner shoe wear
Twin Cam 88B Fat Boys share the spring-loaded cam chain tensioner flaw: plastic shoes wear down, shed debris into the oil system, and inner cam bearings follow. Ask for inspection records — the shoes need checking every 15,000-25,000 miles. A documented hydraulic-tensioner conversion or gear drive is the right fix.
Ask for repair records covering this item. If it hasn't been addressed and the car is in or near the mileage window, price the $500–$1,500 repair into your offer — or make it the seller's problem.