When the comp is obvious, I am done.When it feels sketchy I add trulia or redfin to the mix to cross-reference the numbers.But always manually.Comps make or break the deal.

That was uncharted territory.I wanted to cross the finish line, but I wasn't sure I could do it. 

Also next year my annual rental income will cross my long time target.

https://yave.mx/acquisition/cross-border

You may also want to ask them to cross-collateralize another property or give you a personal guarantee to further protect you.

Rates: 9% to 13% (Most Deals are 11-12%)Terms: up to 36 Months (Most Deals are 6-12 months)Fees: 2-4 points(%) of loan amount paid at closing (Most Deals are 3 points(%))Minimum Loan Amount: $50,000 (For loans less than $250,000 $2,500 minimum fee)Max Loan: 65%-70% of After Repair Value(ARV)100% Rehab Financing Available (Require 20% of purchase price down payment or cross-collateral)Closing Timeframe: 48 Hours - 3 Weeks (Most Deals are 2 Weeks)NO PRIMARY RESIDENCES, NON-OWNER OCCUPIED ONLY, BUSINESS AND COMMERCIAL USE ONLY.

The thing is you need to cross your fingers and hope you don't get audited.

Cross it off the list for further review, or add it to my drive by list.

Where do such items (clothes, iPads, flashlights, etc) cross too far into non-business use, and does that draw a red flag?

Cross reference with employers with higher education off linkedin (use an API), and see if there's a correlation between housing prices in districts which are being gentrified, school ratings over that time period, and housing prices (in fact maybe there's another correlation between if these employers work for recently IPO'd companies and are exercising fresh options to purchase real estate).