The con is obviously the cost because in addition to waiting a long time for permit, it requires serious structural changes + roofing, etc. 

Of course capex does come into play, but I have a lot of factors on my side including most major components of the property have been replaced already, including roof replaced 2 years ago, water heater replaced 3 years ago, full house was just repiped, septic system is 5 years old, HVAC system replaced in last 7 years, i do not cover appliances with warranty in my rentals, and the tenant I placed in the property is a single dude who works 60 hours a week and just needs a place to sleep.

Roof?

Why is the roof ok to do while they’re in there still? 

You’ll reverse engineer top-performing properties and get title & description recommendations, discover rare amenities in your market, & utilize competitor’s reviews to convert more guests.My expertise is in increasing visibility in search engines (and lead generation for law firms, roofing companies, etc) and not the AirBNB/VRBO algorithms.

I have no prior claims and the house has new flooring, new roof, new everything.

 @Nathan Gesner Funny you should say that as that is what we did yesterday ..we actually lowered it to $1685 and it looks like we have a renter  hopefully  ( fingers crossed ).Income verified , credit score etc It’s a bit low for me but we can get the mortgage paid, the heloc payments and the roof payments and still put some cash flow in  reserves each month as we will pencil out a bit.

A grading contractor should be consulted for further evaluation and repair.From the attic, some of the fascia boards and the ends of some of the roof sheathing were discolored in a manner consistent with water penetration.

Your mechanicals and capital expenditures are a lot more important and more expensive to fix than a pretty kitchen. its better to live in outdated kitchen and have a well kept home with updated mechanicals/roof/hvac than one that looks pretty but will start to crumble5.

Client Name: Property Adddress: Current Property Type: Post Rehab Property Type: Level of Finishes: List Structural Changes: Final Bed/Bath Count: Exit Strategy (sell or refinance): PHASE 1: PRE-CONSTRUCTION Original Amount Net Adjustments Adjusted Total Description Drawings $ - $ - $ - Permits $ - $ - $ - Expeditor $ - $ - $ - Alarm/Security $ - $ - $ - Temporary Fencing $ - $ - $ - Portable Toilets $ - $ - $ - Engineering Fees $ - $ - $ - Architectural Fees $ - $ - $ - Utilities $ - $ - $ - TOTAL PRE-CONSTRUCTION $ - $ - $ - PHASE 2: DEMOLITION Original Amount Net Adjustments Adjusted Total Description Interior Demo Exterior Demo Dumpsters TOTAL DEMOLITION $ - $ - $ - PHASE 3: CORE AND SHELL Original Amount Net Adjustments Adjusted Total Description Excavation $ - $ - $ - Foundation $ - $ - $ - Underground Plumbing $ - $ - $ - Drain Tile $ - $ - $ - Sump Pump $ - $ - $ - Steel $ - $ - $ - Floor Joists $ - $ - $ - Subfloor $ - $ - $ - Rough Carpentry $ - $ - $ - Interior Stairs $ - $ - $ - Dormer $ - $ - $ - Roof Masonry Siding Windows Exterior Paint Soffit/Fascia Gutters Landscaping Walkways Exterior Doors $ - $ - $ - Exterior Stairs $ - $ - $ - Porch $ - $ - $ - Deck $ - $ - $ - Driveway $ - $ - $ - Garage TOTAL CORE AND SHELL $ - $ - $ - PHASE 4: HVAC Original Amount Net Adjustments Adjusted Total Description HVAC Rough Furnace Condensing Unit & Lineset $ - $ - $ - HVAC Trim $ - $ - $ - TOTAL HVAC $ - $ - $ - PHASE 5: ELECTRICAL Original Amount Net Adjustments Adjusted Total Description Electrical Rough $ - $ - $ - Electrical Finish & Fixtures Low Voltage TOTAL ELECTRICAL $ - $ - $ - PHASE 6: PLUMBING Original Amount Net Adjustments Adjusted Total Description Water Service Upgrade $ - $ - $ - Sewer $ - $ - $ - Plumbing Rough $ - $ - $ - Water Heater $ - $ - $ - Plumbing Trim & Fixtures $ - $ - $ - TOTAL PLUMBING $ - $ - $ - PHASE 7: DRYWALL AND DOORS Original Amount Net Adjustments Adjusted Total Description Insulation $ - $ - $ - Drywall, Tape, Sand $ - $ - $ - Finish Carpentry (Trim) $ - $ - $ - Interior Doors $ - $ - $ - Interior Paint $ - $ - $ - TOTAL DRYWALL $ - $ - $ - PHASE 8: FLOORS Original Amount Net Adjustments Adjusted Total Description Hardwood Floors $ - $ - $ - Tile Vinyl Carpet $ - $ - $ - TOTAL FLOORS $ - $ - $ - PHASE 9: KITCHEN Original Amount Net Adjustments Adjusted Total Description Cabinets Countertops Backsplash Plumbing Fixtures $ - $ - $ - Light Fixtures Appliances TOTAL KITCHEN $ - $ - $ - PHASE 10: BATHROOMS Original Amount Net Adjustments Adjusted Total Description BATHROOM # 1 Tub $ - $ - $ - Shower Tile Vanity Countertop Plumbing Trim & Fixtures Light Fixtures Glass & Mirrors $ - $ - $ - Bath Accessories $ - $ - $ - TOTAL BATHROOM # 1 $ - $ - $ - BATHROOM # 2 Original Amount Net Adjustments Adjusted Total Description Tub $ - $ - $ - Shower Tile Vanity Countertop Plumbing Trim & Fixtures Light Fixtures $ - $ - $ - Glass & Mirrors $ - $ - $ - Bath Accessories $ - $ - $ - TOTAL BATHROOM # 2 $ - $ - $ - BATHROOM # 3 - Basement Original Amount Net Adjustments Adjusted Total Description Tub $ - $ - $ - Shower $ - $ - $ - Tile $ - $ - $ - Vanity $ - $ - $ - Countertop $ - $ - $ - Plumbing Trim & Fixtures $ - $ - $ - Light Fixtures $ - $ - $ - Glass & Mirrors $ - $ - $ - Bath Accessories $ - $ - $ - TOTAL BATHROOM # 3 $ - $ - $ - **Please add itemization of work for additional kitchens or bathrooms** PHASE 11: OPTIONAL Original Amount Net Adjustments Adjusted Total Description Other $ - $ - $ - Fireplace $ - $ - $ - Final Cleaning Staging Stucco Closets General Contractor Fee $ - $ - $ - Finish Carpentry $ - $ - $ - Underpinning $ - $ - $ - Footers $ - $ - $ - Contingency $ - $ - $ - TOTAL OPTIONAL $ - $ - $ - Total Estimated Cost of Repairs $ - $ - $ -