Yes, I grease the rollover cylinder about every four to eight hours depending on whether or not I am loading/curling it frequently. Our 1445 gets daily use moving hay around (400lbs+/-), which isn't much, but any earth moving, mowing, or tilling is a different story.
I do notice color change. I used a moly enhanced high pressure grease for a long time (black) and couldn't notice anything. The latest high pressure grease that I have is red (Chevron ultra duty grease EP2), and it comes out the edges mixed red and black. Given the play in the two cylinders, I figure some grease goes straight to the outside. The inner and outer cylinders on my tractor have perhaps 2mm of play in them, judging from the outer rim of the outer cylinder as it rotates. When the grease zerks are on loaded, that is thin, side, it is harder to get grease in, but i figure that is when the grease is most needed.
About three years ago, I upgraded my grease gun nipple to a "locknlube" only to discover the locknlube fitting doesn't fit into the loader arm zerks "sockets",



and replaced it with an
Azuno 12,000psi grease gun coupler which does fit and is fantastic.


I think it is a better version of the locknlube concept and much cheaper. I now almost never have grease escaping out the sides of the grease gun fitting anymore. For me, I used to find greasing the rollover cylinders and the central pin to be a little challenging with keeping the coupler engaged. Not any more. I use an air powered grease gun, which is especially handy for greasing the roller over cylinder job as it seems to take a fair amount of grease. I recycle the squeezed out grease from the rollover cylinder on sliding surfaces, like my post driver, basically any lower tolerance dirty surface that needs some rust protection or incidental wear protection. The grease squeezed out from other fittings I don't usually recycle as there is less of it, and it is generally pretty dirty.
YMMV...
All the best,
Peter