When your porting your essentially changing the airflow through the engine via changing the ports, cylinder height and at times ignition timing. There are great gains to doing this. There are also guys that are really good at it and longevity isn't an issue. Poor porting can decrease power output and at worst cause the engine to wear out pretty quickly. Biggest thing is it can be hard on the piston ring (s). I love ported saws and own quite a few, but my big saws I use I typically let alone out side a muffler mod. A "woods" port job typically give a good power bump and doest effect the long-term operation of the saw. Think of it like putting a cam and bumping the compression in you car engine. Bigger cam, higher compression more power, the more you make the chances of it lasting longer go down.
Now don't let me put you off if you really want it, but milling is about the hardest thing you can do with a saw. Best to get the biggest saw you can afford and run with it.