Major Oil Leak In a 318 chrsyler

Well, OK, yeah, I have to eat my own words here. I actually pulled the 318 out of my '69 Barracuda myself with a car engine lift, so, yeah, it can be done. But I had the same issues. The trailer wheel had to come off and I had to chain the engine as short as possible. It was a real thread-the-needle sort of thing because I had minimal clearance to pull it off. And a concrete floor is essential. Something big and overhead would be easier.

Assuming you can get over that hurdle and have to tools, I vote for the DIY approach. If you can't do the whole job, you could still save yourself a lot of expense if you would just pull the engine and take it to somebody else to do the seal.