I have a Jetaway 2 speed in a 68 Cutlass Supreme Holiday Sedan. It had a small leak since I got the car even after changing the pan gasket and filter. Car sat for a bit and was about to take it out for a cruise when I noticed a steady stream of trans fluid dripping off the oil filter and surrounding area on the trans. This is the first time I have been able to really see where its coming from. Does it sound like cooler line leaking or speedo gear housing like the thread below?

https://classicoldsmobile.com/forums...ousing-145940/

Can't really seem to get a break...once I get everything buttoned up something else fails. The bright side is I have a built TH400 waiting to be installed.

 

Your going to have to jack up the car and get under there and look. Sounds like cooler lines.

 

I checked it out and the line connections and speedo connection is dry but the front of the pan, the flywheel dust cover, and oil filter and covered in trans fluid. Not sure where else to look.

The trans is going to get swapped out at this point but I am just curious for the sake of learning where else it could be shooting fluid from? It doesn't leak when in drive but after I drive it a few feet and put it back in park....after around 10-15 seconds it pours all over the oil filter.

 

That sounds like a leak at the front pump seal where the snout of the converter goes into the front pump.

 

(1) Make certain you did not overfill with transmission fluid.
(2) IMO, never use a cork transmission pan gasket - I prefer rubber.
(3) Wipe everything down thoroughly, add a 1 oz. container of UV dye to the transmission fluid, go for a ride, and visualize the leak with a UV lamp.