I contracted out the driveway. As much as I would enjoy renting a Bobcat and tearing up the old eye sore, I think I got a bargain out of my contractor. All work was done in one day and I didn't have to worry about anything but swiping my CC. That was $2300.
Once that was all cured, I ripped out the rest of the brick pavers bordering the driveway. The ones right next to the driveway had already been removed for the the forms to be set. I'm sure they all looked good when installed, but after 80 years of service, they looked gnarly. Then I filled all the holes (I'm good at that) that remained, put down a crushed stone base, and bagged Lowes gravel on top. There are a few low spots I need to touch up, but that can be done later.
The gate and fence I did myself, as well. Was my first time doing both and I think I did a damn fine job. The neighbors like it and Mrs MS loves it. I didn't think to ever-so-slightly lean the terminal posts out so that the weight of the gate would pull it plumb, but only I can see the slight imperfection because I know about it... Aside from the posts, it's all cedar. The dog now has Street TV.
Deck demo was mostly me, but my dad and a good friend came out to help play "Break Stuff". You never really know how much wood is in a deck until you have to haul it from the back yard to the street. That part was all me. I don't skip leg day. I also did a quick-n-dirty grading of the dirt that remained as I discovered the deck area was sloped towards the house. We can't have that, now can we? Also have 10 concreted posts to pull up. Something else that can be done later.
I'm swiping what's left of my card for the foundation work. That should all be complete in one day to the tune of a cool 4 G's. Once that's done, though, I'll be putting in a good number of jacks under the house to eliminate some soft spots and raise a few others. Slow and steady...
If the work needs to be done, I'm doing it now and putting it behind me. Pay once, cry once.