Go cheapest options first: Oil pressure sensor, valve cover gaskets, valley cover gasket (at the same time do the knock sensor gaskets).
Next level of expense: oil pan gasket.
Lastly rear main seal. In fact, it's probably the rear main cover rather than the rear main seal. These trucks use a rear cover in addition to the rear main seal. You can read over my thread here:
Based on MJReynolds' experience ( https://www.tahoeyukonforum.com/threads/engine-ticky-ticky-ticky-sound-at-idle-2007-tahoe-5-3l-135-000-miles.116461/page-8 ), I have decided to do my own rear main oil seal. He did not have to remove the transfer case, but I'm nervous about balancing the...
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and
Okay, you guys have helped me out tons with stuff. Maybe this will help newbies. As others have said before, removing a transmission is just LOT of work. None of it is particularly hard. This comes with a couple of caveats though: 1) Get a good low profile transmission jack and test it out...
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Sadly, mine was leaking exactly the same way yours was, and I had to do the rear main. I figure the rear main seal was, in fact, still good. However, the gasket on the rear cover had flattened out so much that the gasket was no longer sealing against the block. Look at posts 135 and 136 on the first link.
I'm about three years now with no leaks at the back.
Good luck!