It is a personal expense, and no 1099s needed. 

As far as my personal investments, I have mainly focused on multifamily - but I do have commercial retail and office investments.

Never had a problem with mine at my personal residence then again I'm sure tenants run it hard. 

With a DSCR (Debt Service Coverage Ratio) loan, you can tap into your equity and still retain the cash flow since it's based on the property's rental income rather than personal income.

Any time I hear someone refer to "cold calling", I cringe as I put myself in the position of the person receiving the call or email and know that I will almost never buy/agree to anything from someone cold calling me.What I like to do when I'm in these situations, is try what I refer to as "warm calling".

I personally use Stessa (included free with your pro/business account) and Monarch.

Keep personal and business finances separate to create less headache.File all receipts in a dedicated Google Drive folder.

With so many banks to choose from and me already doing thorough research, I was hoping someone had a personal good experience with a certain bank or an individual at a bank who understands our world.

Personally updated and furnished all units, increasing the income on the property.What was the outcome?

I would personally recommend having a little more for reserves.