Here's an explanation of the law: https://portal.ct.gov/dob/rental-security-deposits/rental-se...You must send an itemized list of deductions.

In my free time, I'm a wine/food guy who loves to travel. 

No underwriter wants to lose their job over a "missed" item like that.

I have a house in Toledo, Ohio that I’m trying to get over the line with section 8 inspection.My contractor (who I know and trust) did significant work to ensure the house was up to code.The first scheduled inspection was cancelled by the inspector stating there were too many deficiencies, I endeavoured to reach out for details of the deficiencies but was met with silence and unable to get any info.The second inspection came back with a list of 18 items, some of which I consider petty, such as a small groundhog hole in the backyard.She is also asking for “Front attic window area and front fence needs a full house lead clearance examination by a licensed lead inspector “.

If someone ends up with food poisoning or a trip to the ER because of their peanut allergy I don't want it to have anything to do with me.

One additional item to consider is to buy an outdated property, rehab it and refinance it, this way you would have less cash into the deal and higher Cash on Cash Returns.

Insurance is another big ticket item for all beach areas, especially Florida.I had some friends sell their ocean front condo on Hilton Head, that they had owned it a long time at a great interest rate.Condo fees, property taxes and insurance made it not cash flow anymore.So they were forced to sell.

You would be entering an estimate for each item. 

They're not 'like' items.

I'm not sure the premium vs the basic version (I only have premium) but for any property, I can itemize the purchase price, current value, tag the associated mortgage, my assumption on appreciation, its rental income, all of its expenses (including taxes, yearly mainteance, capex, insurance, HOA, property management, depreciation and other), its estimated sale timing/and fees.