The bearing retainer gasket is a likely possibility. Also, take a close look at the inside of the bearing retainer and the bearing nut/oil slinger on the clutch gear. These are both machined surfaces and some wear or damage on either or both can cause gear oil to work it's way inside the bearing retainer and leak out around the shaft.
Fred


1956 3100 Pickup/Red/350/3sp OD/PS/Disc Brakes
1957 Bel Air Sport Coupe/Red/355/TH350/PS/Disc Brakes
2017 Silverado LT Single Cab SB/Black/5.3/6 Speed Trans
1947 Willys CJ2A w/F-Head engine