I have not done any service to my sportster yet, but i am sure that on any machinery it's the same: even if some operation requires to drain all oil out, then you can drain it into clean container, and then pour it back inside.

 

You will loose whatever is in the housing and most of what is in the filter - until you quickly get it to an upright orientation.
I wouldn't worry about trying to catch it to "reuse it" cause it's gonna run over (make a mess) on the engine case...
Have a catch-pan under the front. Sometimes I use a disposable paint tray (cause its cheap and shallow)
from HomeDepot since I'm a bit messy.

good luck,

T.

 

I have that same oil cooler on my bike, keeps my temperature around 200 to 205 in the summer. My wife made me a leather cover for my oil cooler for the winter time and my bike runs about 195 degrees with it on

 

The cover looks good, nice fit.

Yours is the only other bike I've seen with the Kuryakyn (whatever they call it) between the cylinders besides mine. I removed the mesh and added an HD medallion.
Attachment 617331

Curious, what is the hose coming from in between the cylinders running down the side of the bike? Crankcase vent?

 

Since you've added a cooler, you are obviously concerned with heat....
Just an observation, those "sparkplug covers" will affect the airflow cooling to the heads
(just a reititeration from LoveJugs test recommendations)

T.

 

No, I just added an oil cooler because I could. I'm not worried about the heat from these engines,they do cool down pretty quick at idle

 

Hehehe, here it is, from Jagg via DK Customs:

 

Well That should do the trick. My small 6 row non fan cooled oil cooler knocked around 25-30*F off my oil temps.

 

Per WKNDS, maybe not much will spill out, so there's still be hope...

Cool man, thanx. That'll be my project over the long weekend while everybody else is pigging out in the dining hall all day tomorrow.

I'm trying to not get my hopes too high but if that thing brings the oil temp down to 210* from 240* when I'm sitting in traffic, I'll happily camp in traffic... 240* in the side oil tank, so you can imagine how bad it is in the engine...

 

Good to see you received it!

That temp drop should be achievable.