Not a hard job because you are not afraid of damaging the old seal.
Buy a new seal first, made for your model. Later you can switch to lower priced seals but for the first time you want one that is exact.
From that new seal you can take measurements or go to a bearing supply place and have them find an equivalent seal for the next time.
Post a couple of photos. I expect a flat screw driver and a hammer will enable to to get the seal out of its recess.
In my experience, it is wise to use gear oils with extreme pressure additives. Most auto parts places have such products as they are required in differential axle gears.
The EP additive increases the cost very slightly.
The "fill it with grease", is certainly an old farmer's trick. Wonder why, if it is such a good idea, gearbox manufacturers like COMER do not use grease.
Before condemning the seal, make certain the gear box has not been over filled and check carefully to see if a tiny vent is present and if so open.
Rainwater getting in to the gearbox will raise fluid levels and cause over pressures and leaks. Outside storage is best avoided for long life.
Is the pto shaft the correct length? Too long and extreme pressures happen when the hog is raised at the point where the pto shaft is horizontal.
Youtube has many videos on pto shafts.
Dave
M7040