If it is actually a gear drive assembly, then adding a grease fitting should be no problem. I did this to my M Series Lawn Boy when I bought it back in 1996. It has a 3 speed gear box and is still working good today.
A few pumps of grease 2 or 3 times a year works wonders. :thumbsup:
When you drill the hole put some grease on the drill bit and it will collect the metal shavings.
Mac