I've listed below the order I plan to attack things in, let me know if this sequence makes sense:Resolve excess moisture under house (minor grading issue, gutter required, possible plumbing leak)Repair minor roof leaks (repair flashing, seal leaks around chimney, replace tree-damaged shingles)Trim trees away from houseInstall 50 concrete piers and level foundation (foundation had work done previously but shifter due to excess moisture)Install vapor barrierAdd structural roof support beams in attic, add insulationRepair rotten siding/soffit/window frames (mostly upstairs)Repair porch (replace rotten boards, sand & paint)Paint exteriorInstall central AC/Mini-split system (any recommendations on this?)

IE: 2-15-17 / $15.00 - Home Depot - plumbing - 123 Any Street USA.

it maybe it may not.. if you get to arguing it in front of a trier of fact then that is the deciding factor whether it is or is not.. and If you whole business model is to tie up and assign which is what 90 plus % of wholesalers do then regulators or trier of fact may deem it a Rouse to circumvent the laws.. 

@Wayne Fisher Trims, paint, fascia, electrical, plumbing, doors, lighting, exterior paint.

Investments from friends that would be provided in the form of a loan (similar to #2, but not a SDIRA) - are there any solicitation issues here that would violate securities regulations?

You need to take the time to learn all your state landlord tenant regulations.

In the rare instances when your tenants do cost you an unexpected arm-and-a-leg for a plumbing or sewer bill, you'll find that they generally don't have the money to reimburse you for the expense and it ends up costing you a turnover...You can absolutely amend your leases to require the tenants pay a percentage (in this case 1/4) of the utilities.

They can do everything from plumbing to electric to carpentry. 

You would lose a bunch of money on any unforeseen expenses (Heating, Plumbing, etc.) 

All real estate agents log into a subdomain of MLSListings (pro.mlslistings.com) to enter and access listing information.The Silicon Valley Association of Realtors (SILVAR), Santa Clara County Association of Realtors (SCCAOR), and the San Mateo Association of Realtors (SAMCAR) control who has access to enter listing information into the multiple listing service and by setting standards of conduct, regulate real estate agents.