Got the other gate on, not sure when it will get painted. Basic hoist point in place. Not a single creak or groan on the initial test lift. Double 2x6 reinforced with a variety of lags, ring-shank spikes, straps/brackets and vertical members tied to the old rafter. A couple of old mower blades happened to work out quite well lag'd into the posts to provide extra support and created a nifty place to hang the chains when not in use.
Major work is as done as it will be. Lots of trim/finish work left to do though.
Biggest problem has been wetness. A little rain turns my ground slicker than greased ice. I wanted to do it over the winter when the temps were in the 40s and 50s instead of the 80s or higher. But it's been raining since .... September or so. I need 4-5 days of no rain to be able to walk in some places and I've only had that kind of dry spell once or twice since then.
That's basically what I'm doing. The old shot above just has several 2x6s stacked to hold back the dirt. But the area below the boards would get so wet, it would make the shed floor wet too. I poured a concrete curb and a couple of pads inside the shed (not visible) that helped, but didn't stop it fully.
The new plan is a concrete block retaining wall in place of the boards with drain pipe on the dirt side to channel runoff to the far end of the picture, then down more drainage pipe along side the shed and downhill.
The dug out area will become covered and enclosed shed space. The green barnwood you see will be removed and recut to fit the new wall built above the concrete block.
The extension from what shows in the old to the new wall will be about 8 feet and it will also add another 8 feet or so towards the far end of the picture where the wood fence is.
The close end of the picture will get a 4-6' door of some design I haven't determined yet.
The roof system is planned to be a gable type higher than what shows above. But I'm not sure when or how that will happen. I may have to do something else temporarily, pending funds.
Drainage tile does not work well in clay. Keeping the water from getting there would be a better option.
In the upper right center of the 'old' picture, you can see the back edge of the deck around a small pool. The plan is to bring the new block wall up to or just above that level, add drainpipe a few inches below the surface then back fill. I may have to leave it that way for a year or so to let it settle. From there, I may rebuild/extend the deck or do it in patio stone or concrete to keep water from collecting there to begin with.
As far as the hill behind the shed and wood fence, the new block wall will continue 90 degrees to the left across the picture towards the shed and will become part of the extended shed wall. I'll use some of that dirt pile to build that up also to direct water away from the shed and downhill.