Just to clarify - A clogged up water separator drain *does not* in any way correlate with improper or neglected maintenance.
I drain my water separator at least every six weeks, and rarely ever get any water out, at most a teaspoon worth, change fuel filters every 10k miles and do all other maintenance on the severe duty schedule, yet I had my water separator drain clog up with little waxy blobs.
I pulled the entire HFCM out so I could clean it on the bench, and I found a total of three pea sized waxy blobs, one of which had lodged at the drain valve port.
After reviewing the HFCM on the bench I have concluded that any future cleanings required can be accomplished without removal of the HFCM or of the full HFCM cover. Removing the filter cap and filter provides side access to the water sump, and removal of the drain valve assembly provides access to the two holes the valve connects with.
Flushing through the filter port with some carb or brake cleaner should allow the gunk to be flushed out the valve ports with are a good deal larger than the actual valve bore. A long handled q-tip can be used to wipe around in the sump and also wipe the water in fuel sensor.
If you clean it this way you will most likely be able to avoid the cost of a new gasket set. Don't wait for big blobs to form, when you notice a slow down in the water separator drain flow, it's time for cleaning.
As an additional note, if you find slimy "snot" rather than waxy blobs you probably have a bacteria issue and should treat the fuel and tank with a biocide such as Power Service Bio-Kleen, not to be confused with their Diesel-Kleen product.