Part of the reason certain oil pumps are more critical when it comes to runout has to do with the internal clearances of the pump. One way you improve pump efficiency and output is to run tighter clearances. But that means that any wobble caused by the pinion shaft can cause either accelerated wear of the parts, or in extreme cases actual breakage and failure. The Harley pumps tend to have a lot more internal "slop" than the so-called high output "racing" pumps on the market, so they can tolerate more runout. IMHO, you don't need a super duper high output pump in a street engine. The 2007 and up Harley pump has increased flow compared to your stock pump, and should be more than sufficient. Just have whoever does your work make sure the bypass valve in the Harley plate seals properly so you will have good idle pressure; Harley doesn't do a great job with this on any of their Twin Cam plates.
As for the cam chain and plate situation, if you wish to convert to a true '07 and up system you will need to look at what is called "conversion" cams. Those are made with the old inner bearing race size combined with the new style outer bearingless journal and secondary chain sprocket system. Not all cams are available in a "conversion" variant. On the other hand, the Harley upgrade plate still uses the old style cams and outer bearings along with the new style tensioner's and the new style primary drive chain. The secondary chain is still the old style to work with the sprockets of the old style cams, so you don't get the full benefit of the roller chain system. As far as I know there hasn't been any big problem with secondary tensioner life using the old style secondary chain.
If you want to stay with the cams you currently have, I'd recommend the Harley upgrade kit with the Harley roller bearing plate and higher output oil pump. If you plan to change cams, then either approach can work as long as you can find the cam you want in a "conversion" style. I personally went with the stock 2007+ plate and pump along with a Wood conversion cam in my 2005, but if I were to do it over I would probably just use the upgrade kit.
Jerry