Noob - Questions to ask when buying several SFRs as a package?

[Kyle Shepherd]

Hey folks!

I have a realtor contact who is getting up there in years, and wants to get rid of a bunch of his rental properties (including his own house). He owns them all outright and has for years. We spoke the other day and he's interested in selling them all to me, but wants to do so as a package deal, not one-offs.

They're all older homes, built anywhere from the 40s-70s. The brick houses are older but on the "newer" side of older, if that makes sense.

Lot 1 - big older brick house, with a commercial building (warehouse type), small building that appears to be a garage + upstairs apartment? His own property

Lot 2 - old house, rented

Lot 3 - old house, rented (I think?)

Lot 4 - brick house, rented

Lot 5 - empty mobile home lot, rented mobile home lot, a good bit of property that is forest and unusable due to flooding right now (but road access)

Lot 6 - mobile home lot, rented out

Lot 7 - more currently unusable land

Like I said, he wants to sell all of that as a package deal and is open to lots of financing options including seller-financing as long as it's a shorter financing period as he doesn't expect to be around in 30 years.

Here are a few questions. I'm a noob here, so feel free to state what you may think is obvious!

1.) Given that several of the properties are rented and cashflowing, how would I go about assessing the condition of those properties and what may or may not need to be done to them?

2.) What's the best way to approach crunching numbers on this huge deal? I can't imagine a BRRRR approach would work, since the rehab phase isn't possible on almost all of the properties due to being rented out and my unwillingness to kick paying tenants out (one has been there for 12 years, reportedly, and he tells me they all pay on time).

3.) He's agreed to sit down with me and going through all the books, records, information, etc. about each of the properties. What are the big questions I should be asking about each property?

4.) Any other direction / advice on going about this?

Maybe these are too many questions for one post and I need to break them out into separate posts - just let me know and I'll be happy to do so.