In starting the Roadster this afternoon it left a good size oil leak which I assume is comming from the starter. Any suggestions on fixing this ?
First thing I'd do is check the starter bolts and the bendix cover screws to be sure everything is tight.
Of course, just because the oil showed up under the starter does not necessarily mean it's coming from the starter. Get a flashlight, start it up, and see if you can determine the source with certainty.
Especially the Bendix cover screws. If you end up taking the cover off to re-seal it, DO NOT loose the screws, they are their own special thread size.
Here's another handy hint. Cut a slot in the gasket that matches the slot in the cover. Put the screw closest to the Hogs Head in first (loosely, slide the bendix cover in under this screw, then install the others. That screw is miserable to install with the cover in place.
Certainly first check the common problems pointed out by Henry and Dennis.
If it persists see if the oil is coming out of the small hole in the bottom the the starter case. This hole was placed there to drain a small amount of oil that gets by the mounting bracket bushing. One of the built in oil leaks in a Model T! After 90+ years these bushing are commonly badly worn resulting in a a lot of oil entering the starter case. If this is your trouble check out this link.
Starter Oil Seal Installation
Ron the Coilman
Check the pan to hogshead bolt right under the starter. If it is loose, oil will pour out....
Thank you everyone, I guess I have a lot to look into
Just in case you don't already know this, DON'T remove the starter without removing the Bendix first.