The outside bearing when I grease from the outside the grease comes out the inside. It does not grease the area between the seal and the bearing, so the inner seal doesn't get grease.

If you were to install a greasable flange, and a sealed on one side bearing with the seal by the set screws, then you could grease the outside bearing from the tub, a bonus, and grease would get pushed to the outside, past both seals and filling both seal areas. Might not work well on bearing extension though.
Maybe adding a 3rd grease nipple to the area between the outside bearing and inner seal?