A few things come to mind on the MS 260 Pro. Can you tell what are of the saw the oil is coming from? Is it under the saw or is it coming from under the side cover area?
Fill the saw with oil and set on a clean paper towel. The leak will appear on one side of the saw or the other.
If it appear on the starter side of the saw, you may have a chunk sawdust or debris stuck to the gasket on the oil cap. If it is the newest version of the MS 260 Pro with the tooless fuel and oil cap, the cap may not be indexed correctly not allowing it to seat properly or the "O" ring has a tear.
If it appear on the side cover or sprocket side of the saw. There is a aluminum plug about the diameter of a 9mm bullet between the bar studs, behind the metal guide bar plate. There is a hole in the middle of the plug. That is your oil tank vent. It is designed to allow air into the tank as the pump draws oil from the tank. If a small chunk of sawdust or debris is sucked into the vent, it will hold it open and and oil will flow out. If the leak is coming from this area, drain the oil tank, remove the oil tank cap, spray a cleaning agent into the hole and follow with a small amount of compressed air. The cleaning agent such as Brake Clean will remove any oil residue and the compressed air will dislodge the debris. Wear eye protection when you do this. If you spray something in the hole, it will want to come back at your eyes.
If that is not it, I can go deeper but that solves 99% of the oil leaks.
Dan
The oil tank vent is so sensitive that running winter blend (20w) bar and chain lube in the summer (>85 degrees) will allow the vent to leak.