What is the main hang-up with financing, when it comes to adding bedrooms?

I think the main thing would be access to the books to make sure of the expenses.

That seems to be the main reason he left.

So if it can do that, shouldn't it be able to be pointed to any website of your choice, search through groups/posts/etc and communicate with anyone who displays some kind of "intent" to sell, and if no intent is found, it could generate "curiousity" and help develop some curiousity from anyone in the group, and it could do this, until all possible efforts have been exhausted over time. 

A few of us work in that area of Maine.

One of the most important skills you didn't mention is networking, which you are obviously doing well at too.I'd recommend connecting 1:1 (zoom, coffee. lunch, etc.) with a couple from the BP Chicago community or better yet check out some of the local meetups: https://www.biggerpockets.com/forums/521-real-estate-events-...Make friends with the meetup hosts...they will often know whos who and can help you make the right connections.Regarding your license, I think it's a great idea if you have the time and are going at it with the right intentions. 

I'm based in the Seattle area, but my main real estate focus is in midwest market (Memphis and Detroit) To be clear, I wasn't making as much as you but I was able to put myself in position to leave my W2 . . . for now.

After I learnt what I had to by making mistakes, hosting open houses, and closing a few deals - I switched to another brokerage that dealt mainly with offmarket properties and investors (both residential and commercial). 

Hi Edward, I have many OOS investors like yourself that are from California that have invested in properties in Indiana, mainly Indianapolis and Kokomo, plus surrounding areas.

Both of these challenges can often be minimized with the right team and guidance from an experienced investor.As @Jay Hinrichs mentioned, appreciation is the main driver of wealth in real estate.