Sure... as long as a bolt doesn't break or thread in housing strip, which can happen on older drives. Point I was trying to make if you are trying to skate through to end of season touch as little as possible, you would have seen the color of lube and how much it was down by how much more you had to put in...You should replace the oring on there too.
The upper bearing there shows corrosion maybe some pitting from moisture damage. You can rebuild the drive, but what most folks do is buy a new SEI aftermarket drive and bolt it on. I believe they have a 3 year warranty and the price point is perfect for those of us who keeping older boats going on a budget. Usually less than cost to fix a drive or buy the tools to do it.