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Good discussion all. Keep it coming!
I'm not sure I absolutely LOVE this Suburban, but I do like it a lot and physically it's in great shape. I'm the 2nd owner and the original owner babied it, rustproofed and undercoated yearly so it has almost no body rust. Mostly I like the price I paid (under $5000) and the fact that I'd probably get most of that back upon selling, as someone mentioned above. For fun I looked up a few 05-06 Duramax Silverado's, and was pretty happy the first one I saw was priced around $9900... but then I saw it had 301k miles. Haha, no thanks! Any decent miles (100k-150k) bumped the prices to $15k-20k which is more than I'll pay for something that I only tow with a few times per year.
I don't mind checking out some upgrades to my 95's 7.4L, but I've kinda outgrown big roaring exhaust and I have to decide how much is really worth putting into upgrading a sub-$5000 truck with over 115k miles. Googling top end kits was showing prices around $2600-2900 (not including installation)? I couldn't justify that. The Burb IS in really good shape for 25 years old, although maintenance/repairs averaged $1000 annually over the 4 years I've owned it. The more expensive things (tune-up, brakes, suspension parts, fuel pump) shouldn't need to be repeated for years to come since I don't put many miles on it.
Decisions, decisions.