I would recommend sending out a roofer who can inspect your homes for free.

Contingencies: Use contingencies to protect yourself or the buyer, like financing, appraisal, or inspection contingencies.4.

And if so, what are the benefits of section 8 if the only guarantee is the direct deposit and yearly inspection?

So there is a 20 unit building I'm attempting to buy, I made an offer of 1,500,000, 60 days inspection period and cash close, need to see 3 years of bank statements as proof of income. 

**Inspections and Compliance:**You may need to conduct inspections to ensure the property meets current building codes.

If you buy direct from the seller and you have never done it, who is going to help you with home inspections and title and survey and negotiations?

The reality is that the FMR can change, and passing inspections can impact your rental timeline.

As an aside, a contractor told me that a property can pass an inspection but once someone is living there and putting daily stress on the house, things can start to malfunction.

I document heavily with photos before they occupy, I take photos during every walk-through inspection, and I document what condition they leave it in at move-out. 

The repairs required by Section 8 after the initial inspection were pretty minimal, but I've heard that there are grants and certain lending programs that were available for Section 8 landlords (such as the Community Investment Program).