That grease fitting is designed (at least on my bike, an FXSTSSE2 08), to overfill the whole place and allow the grease to come out from the bottom and mess all my bike and jeans.
Before my first service (500 miles on my Springer), the grease was already oozing out and dripping, so the guy who put my bike together really made sure I wouldn't need any more grease for the entire life of my bike, if it managed to stay in there.....
Problem with having the grease nipple right in the middle is that in order to reach the top bearing you must fill the whole steering column and THAT grease does not hold in place.
The steering bearings are perfectly happy with a denser grease and better still if it contains Molybdenum; just smear the bearings with it before installing and forget about that lousy grease "thinggy". On all other bikes and as a bike mechanic I know that steering bearings are greased once with the proper grease when installed and that lasts for the whole life span of the bearings (30 - 50.000 miles). I must say however that not having protection seals on top or bottom of the steering column such as in my Springer will allow water to enter and attack bearings very rapidly, so I'm not quite sure what H-D had in mind when they put that grease nipple there and no seals to protect the bearings; at first I thought the assembly guy just forgot about them, but later I found out on the manual that there were no seals on that design

What to do in my case? best thing would be to dismantle, clean and put the proper grease to each bearing, but I'm to lazy to get involved in such a task, maybe some time this coming winter...

In the mean time maybe H-D comes up with a better design

Knowing that Springer forks have "just" been invented

, we must allow H-D to make some improvements

Spanish Flyer