I anticipate this upcoming year (2020) to be a good income year.  

Anticipate the lender wanting you to have funds in the deal along with them.

Anticipated or actual appraisal issues: I'd like to get appraised on a unit by unit basis but will I need to have property appraised a second time when financing is underway?

Anticipated or actual appraisal issues: I'd like to get appraised on a unit by unit basis but will I need to have property appraised a second time when financing is underway?

They must correct the septic system in order to sell and the water company knows about the depth issue so we anticipate most buyers will leverage that when they see the water availability letter.

If you are looking for upgrades and updates, then I would anticipate an increase in rent if you are nowhere near the market rate now.If you are at market and your place is pretty beat down, then I would expect the updates or find a new place

Unknowns and margin of safety -> 5k - 8kI just go done removing all the junk from the house for 1850, and the house looks in much better condition than we had initially anticipated.

It's important to note because we received push back from several insurers who refused to insure properties with movie theaters, which we didn't anticipate being an issue initially.

When do you anticipate finishing on this?

I would not anticipate getting many long term tenants who are living this way.