If your man is experienced in porting performance multi valve bike engines (not H-Ds), and has a good track record, he should be able to do your head too. Id advise against going all out with the porting, because if you hog them out too much the flow velocity will drop off and net gain will be negative through much of the lower rpm band. Id get the head match ported to the intake and chamfered in about 18mm, have the chamber volumes matched, and have the seats cut to 5 angle. The multi angle seats dont really seal any better, but they do allow for a faster less turbulent flow through the valve. If he can flow bench the head and intake together to balance each cylinder before polishing all the better.
If you plan on ever installing a header or turbo, Id also wait on the port job until thats done so the exhaust can be matched up too. No matter what else is done, Ill second the motion that high rate springs and light weight SS valves, retainers and tappets are a necessity. That is first and foremost in supporting higher rpms or more aggressive cams.
Also, be sure you have a comprehensive plan for engine design before hacking on your head. Know what level of performance youre trying to achieve, and what else will be necessary to reach that point. Its always best to have all the other necessary stuff ready before cutting into the head.