Hello, and welcome to the site! Congrats on your new bike!I am just up in Cumming.
IMO, no oil filter is going to cool the oil to any measurable degree, so just stick with the HD filter or K&N.
1st question: Do you like the LOOKS of the stock exhaust system? If so, the answer is really easy. Fullsac DX header, and since you want it a "tad" louder, the 1.75" cores for the mufflers. TTS Mastertune. If you do this work yourself, the entire cost of the parts/tuner will be <$1100. It uses your stock heat shields, fit's perfectly, maintains the stock look, and will add at least 10% to both the TQ/HP numbers. If you want it louder, Fullsac offers cores up to 2.25". Probably the most popular core is the 2". For me personally, I would not go any larger than the 2", and the 1.75" would probably be my choice if I were purchasing today.
If you do a search here for Fullsac, you can read for days. Or you can contact Steve at Fullsac and talk over what you want with him or Alice. First class service, first class product, and CVO Harley members get a small discount.
That is by FAR the simplest solution to gain a little sound, remove some of the heat, and get a seat of the pants increase in performance. If you have basic tools and basic mechanical ability, plus a Laptop PC, it should take about 4 hours, at most, to get it done and be riding. There are dozens of other exhaust systems out there, all of which will cost you more and offer negligible differences in final performance. There are also other tuners. But the Fullsac system WORKS, as many here can tell you.
I would agree with Terry that for someone new to the scene, the Fullsac system offers by far the best bang for the buck of any system out there, and it's a PROVEN solution for CVOs. Give them a call... they are great folks.
The Fullsac Stage 1 kit includes the Fullsac ceramic coated X-pipe, their baffles in your choice of 1.75", 2.0", or 2.25". The sound goes up with the baffle size, and the low-end torque moves down with an increase in the baffle size... But not radically.
It also includes the TTS MasterTune Flash tuning device and software. The TTS is the best tuning device out there in my opinion. Fullsac also includes a custom calibration developed by them for your bike. You can use the TTS to flash this calibration into your bike and just ride... it will be pretty close, and the ECM will adapt better to the calibration to an extent over time.
You can also learn to use the TTS yourself and do your own tuning runs to improve the Fullsac calibration even more. You can also pay a competent tuner to tune your bike with the TTS. Mr. Wizard is right here in the north Atlanta area, and he is a genuine guru with the TTS... he tunes my bike.
The Fullsac Stage 2 kit adds Andrews 54H cams and Cometic .030" head gaskets to the mix, along with a custom TTS calibration for that setup. The 54H cams will enable your engine to breathe better, make more power, and run cooler. The Cometic head gaskets will bump the CR a bit to help even more.
I ran the Fullsac Stage 2 setup for about a year, and it was great. Then I decided to go to a 2-1 pipe. I went with the Drago's Bike Works S/C/S-4 2-1 pipe - the best 2-1 pipe in my opinion, designed by Drago's and built by Rush - and SE 259E cams to keep it fed properly.
I really like my 2-1 setup.
HOWSOMEVER... since you said you don't want it too loud, I really can't recommend ANY 2-1 pipe to you. They are all REALLY LOUD because they are basically racing pipes and have little restriction. My Drago's 2-1 pipe is loud, but other 2-1 pipes - such as the D&D Fat Cat or Thunderheader - are even
LOUDER. They are obnoxiously loud... too loud even for me... and I like loud!
I think the days of "true dual" pipes in this age of EFI are over. Modern EFI engines really need the scavenging that only interconnected 2-1-2 or 2-1 pipes can achieve. The systems are all interconnected, and tuning is all about having a balanced set of components that work well together.
If you would like to talk, just PM me with your phone number. There's a lot more that I am just too lazy to type!
Ken