At this point I need assistance and advice for the up-front (call it "back of the napkin") assessment to determine if it's worth moving forward on.

Transfer of Leases and Tenant Information•Review the existing leases to ensure compliance with local laws and assess any terms that may need to be adjusted.

Check to see if appealing your tax assessments would be worthwhile.

HI Shivani,Each individual property would be calculated separately based on when you purchased it (tax returns or lease agreements used either or or both in some cases) which the lender would subtract from the monthly PITI or mortgage obligation/taxes/insurance/assessments/etc.All the rentals whether positive or negative would then be added up into one number (net net).

I would lend on a property after the deed has been issued and the borrower has had a chance to walk the property and assess value and potential and I've had a chance to assess the deal.If you find a professional lender willing to do this, let me know. 

A leak causing water to flow under the sub-floor and into the crawlspace can lead to significant structural issues if not addressed promptly, and you’d likely need a plumber and possibly a contractor to assess and fix the damage.

However, if those sellers put their house in some kind of marketplace they would get a higher price and investors know that.For instance, I have investors call me all the time wanting to buy properties that are not on the market.

I will explain.During COVID (at least in my market FL) you could rent an outdated house 15 miles from the beach and other attractions and decorate it off of Facebook marketplace for $2,000 and rake in cash. 

Lenders often look for this when assessing the viability of construction projects, so it’s good to know if you have experience or a solid team in place.Are you looking to retain ownership after the build or sell the property?

I am not sure if they are correct in their assessment of the market, but definitely worth noting as it is happening a lot right now.