Good luck with your build. I won't try to shoot you down but take what you want from my experience:
Bought my jeep at 20 (I'm 22 now)
Lifted it with a cheap RC lift kit.
Slapped on some 33x12.50 Duratracs
I got antsy and decided to do a motorswap. I thought...ehhhh...a 350 SBC wouldn't be too hard since I have my own welder and have a lot of experience with cars. The build turned into a 400hp 400 ft. lbs 355 SBC (that I built with the help of my buddy) because my power hungry side got the best of me.
Fast forward 6-8 months later
I finally got the jeep road worthy after spending about double what I originally intended.
Its been over a year since I started the swap and I still have some small things to do in order to be satisfied (for a little).
Moral of the story, I was young (still am) and dove head first into this project. I was in college and had money saved and worked 2 jobs in order to support myself as well as fund the build. I did ALL of the work myself and paid for every dime on my own. HOWEVER, if I were to factor in money, the supporting modifications (axles, gears, driveline, susp. geometry, etc,), time, effort, frustration, and unforeseen BS, I would say the project was 5 times what i though it was going to be.
Take what you want from that, but I dont see your project getting done very soon (or at all) with the expectations that you have and the skills (not to knock your know-how) that you have. Even if your buddy is experienced with welding/fabrication and cars in general he will not always be readily available to help you.
'88 YJ SBC 350, SM465 Trans, 8.8 Locked, HP D30 Locked, NP231, 3.5" BDS Springs, 33" Duratracs