@Matthew BruzekWhat state is this in, there are also departing home programs which are bridge loans that will work with you and be short term financing to buy a home while you sell your other

We just went through it with a property that had multiple large red stains.

The items you'll need to track are:Date of ExpenditureVendor Name/Tenant NameAmountCategory of Expense (look at a Schedule E to get this)/ or Revenue Type (Rent, Deposit, Utility Reimb, etc)Property (for when you have multiple properties.Put it in a nice column format like this:Date                     Vendor/Tenant                Amount                      Category                  Property1/1/18                   Joe Smith                         $1500.00                     Rent                           123 Main Street1/5/18                  Home Depot                   - $20.00                        Repairs                       567 Oak StreetSo that when you share your spreadsheet, they can filter for what they want. 

@Ian RadcliffeThe BreezyLand Team has been in the land business for 4+ years and does land flipping/wholesaling and minor developments to sell to home builders.We went through all the ups and downs, did mailers, text msgs, cold calling, ringless voice mails, the works - until we had enough of that cash bleeding.

One thing I’ve been told is there are 79 homes fed from this well.

I would avoid building commercial properties in this work from home, post covid market.

If I'm doing a mostly cosmetic reno on a home including a new roof, what order should I tackle task?

Should I look into apartments or homes? 

You need to know what the area around the home is like and see it for yourself as photos don't always show everything.

Once the home is permitted it will significantly open you up to more lending options without any cuts in value or LTV.