If you're working with a HML who doesn't have a professional accounting system it can be very difficult to get documentation that looks legit to a conventional lender and it can be difficult to even get the documentation at all.

If you require cash flow today, San Diego is a difficult market.  

It’s been a little difficult trying to find their contact information.

It’s been a little difficult trying to find their contact information.

First, unless the mtg has a PR provision, and unless the was a real estate related loan as opposed to a loan for the operation of the primary business of the corp, it probably does not, the lender doesn't have a contractual way to value the property as an asset securing the debt making setting a PR price difficult. 

It may be difficult to find an experienced lender, but from what I've read, it's entirely worth it.

May be more difficult to get exactly what you want but there's also peace of mind knowing there's value add

I’ve gotten used to living in my own house, so house hacking sounds more difficult for me, but this sounds like an ideal way for us.

This specific property had a crawl space, that in a typical market, I feel would have been more difficult to sell, without a significant updating cost from my end.

If you have to close on all 3 within 90 days, as it’s mentioned in your description, you’d have to close on 2 of the duplexes, then find a Buyer for both of them, and hope that nothing goes wrong in escrow, which means satisfying inspections for said Buyer, getting appraised on time, which is difficult right now and having zero issues with the title work, so they close on time… Then turn around and buy the third duplex prior to the original agreed upon 90-day deadline.