Holding company typically if you have multiple companies like a property manager, own property and other businesses. you will end up spending more per year on accounting and state stuff than what you make on your rentals. 

I have two phones, one for business and one for personal.

If your state is an expensive one it might be cost prohibitive to have an LLC for a small rental business.

Highway hotel on busy 35 highway. 19 hotel rooms plus owners apartment, large laundry room with commercial washer and dryer, large parking lot, front desk, lobby, roadside sign.

I typically don't comment on other's businesses unless I know from personal experience.

I don't do app development but I was told for most sites and businesses it's a lot of work for low payback.

With the newly implemented congestion pricing in Manhattan easy access to NYC public transport is golden.

If you have a business you can grow and get financially rewarded that is higher priority then leaving that.

Hard part with business is separating your emotions from it.

When my business partner and I were still flipping we bought a couple through Auction.com and we always used a private money lender to fund those and our other flips.