I live in the area, and there is a ton of hard money that would entertain a line of credit with a simple lien on her primary. 

Finally- tenant screening- this is really simple, people tend to overthink it.

The arrange for all contractor work on my behalf so I assume they (the PM) issue 1099s as required to any contractors.Very simple overall and I believe fully compliant with the law.

Additional charges are never good, they should be pretty simple to understand, what kinds of additional charges are you seeing?  

While I agree with Joe and Alex on keeping it simple for your first BRRRR (no wraps, delayed financing, seller financing, land contracts... or other hacks), I'd weigh how much cash you might be locking up for the sales season if you throw down all cash. 

My grandfather is a large rental real estate investor, he and his crew built many apartment complexes when he was young and still owns them today, I’ll keep it simple.

In addition, we also have investors (currently, about 20 active and 50 potential) and we're looking for a simple tool to keep in communication with them as wellDo you have any suggestions for something that's cheap, easy, and fits these criteria?

@Sami Gren VERY simple ask him to sign a lease, AFTER you close,  if not evict, KEEP IT SIMPLE!!

I was looking at either QuickBooks Self-Employed or QuickBooks Simple Start.

And being that close to your brother after he did this to you is probably not healthy either.I realize it may not be that simple.