If the pan is off drill out the rivets and re-rivet and use a thin coat of the "Right Stuff" (awesome stuff IMO).

Permatex 3 oz. the Right Stuff 1 minute gasket 25229 - Read 2 Reviews on Permatex #25229

Or get and try the 3 Bond 1194, and report its quality.

I used the Right Stuff on a leaking gas tank sending unit on my 71, works like a champ. And on my 71's leaking dip stick fill tube where it goes in the pan...no leaks.

As far as that oil lean I am sure the dip stick tube just pushes in and might have a o ring, more like a bulge close to the end to stop it from going in to far.

Clean it (pan and tube) real good, coat with the Right Stuff, install and then smear left over stuff around the pan rivet area.

 

Drill the rivets clean the surfaces with brake clean or the like seal it and replace the rivets with nuts and bolts be sure to loctite the nuts on, the last thing you want is the nuts to back off and end in the bottom of the pan, be sure to seal around the rivet/bolt holes.

Alternatively if you want to get fancy you can tap the casting the Dipstick tube goes in to and negate having nuts or bolts in the pan.

Then some nice button head cap screws will leave it with an OE sort of look on the out side of the pan.

I had one leak a few decades back sealed it with silicone leaked again after 5 years sealed with 1104 never leaked again.

Silicone is a great gasket maker but it has it's limits the OEM's are moving away from silicone and moving to Ester based sealants like 1194/1184 as the cost of them has come down considerably they are no longer $40 a tube Like 1104 was at one time. Plus they out perform silicone sealants many times over in adhesion, pressure capabilities and long term stability when in contact with solvents and oils.

Silicone sealants are NOT gasoline compatible and will eventually turn in to a gooey snot, never use it where it is in contact with gasoline and especially ethanol, it can wreak havoc with fuel systems. Even gasoline resistant silicone's like SS-300 still swell and lose strength when in continual contact with solvents like gasoline and will break down long term.

The only silicone sealants that are gasoline and solvent compatible are Flourosilicone sealants such as Dow Corning's Q4-2718 or 730 but that stuff is aerospace grade material and comes with an aerospace grade price tag. (like about $90 for a 3OZ tube).

 

Do you guys have recommendations on paint for the oil pan? I've used duplicolor engine enamel on some parts but gas ate right through it. I'd hate to do all this work and have gas/oil ruin the paint job.

 

VHT High temp engine enamel