I see the same value in getting license to be more legit in the eyes of investors, banks, and also I would like to build some ADUs/rentals for others..  

And told her I was building there and really keen on that city so she bought one.. one of my better recommendations and referrals :)  you need to make bank in SC to afford the prop tax's in Charleston though.

1) Rarely paying asking price or even "market price" for a property.2) Understanding how they may be able to reposition a poorly managed property for increased cashflow and value.3) Looking for creative financing, so they don't have to deal with a bank for a purchase loan.4) Understanding ROI, Cash-on-Cash, NOI, etc. and using those numbers to determine HOW MUCH they should offer on a property to meet their taget performance numbers.Funny, appropriate, recent interaction with a plumbing company.

Most banks or credit unions simply wont do them post the GFC..

If it's two mortgages, how common is it for a bank to do two at once for a new investor?

Lenders have different guidelines they follow, some won't want any other real estate but no bank will want all, I promise you that. 

For example, hard money loans can help you get started, but be sure you have a solid exit strategy like a bank refinance or sale once the rehab is done.Feel free to reach out anytime you need help with financing or have any questions!

Does it hurt them, it could but they also could provide a bank statement showing their payment every month.

But get an LLC and rent from it personally...any cleaning expenses, paying your mortgage etc. come from the LLC's bank account, any outside money that you need to fund the account will be a capital contribution and then you will be able to do cost seg on that property.

If it is out of state and your banker has no interest, find a local bank for that area.