Headgasget leaking oil $1300
transmission secondary pump leaking $500
transfer case leaking $1100

Your garage floor must me a real mess.

My wife's 96 Caddy STS leaks about a quart of oil a month. $1200+ to fix.
Drip pan is my solution.

I think you need a second opinion.
If all of these leaks are real either your friend is blind or never checked the fluid levels.
What does your friends garage floor look like?