Buy a few things on credit that you would just usually pay cash for.I personally would not rush into a Heloc or such.

Personally I think both are important.

Right now, the best offers around me are for some 1.3-4 million, that only generated around 100k per year gross, so there would be a high chance of not cash flowing, and paying money, especially with a commercial loan (these buildings have more than 4 units).I was thinking that although the rental itself does not generate money, I would be able to deduct the mortgage interest, and depreciation from my personal w2 income and would be net positive.

It has to be a personality trait.

I have purchased many homes in the past as personal residences and always with the help of an agent.  

Quote from @Peter Tverdov: Think at least for the text standpoint it is challenging in this market now where I know personally 3 people that have been in lawsuits with one ringing in at $500,000 for cold text messages to people that did not want to be marketed to, so to @Jonathan Greene point on that for sure.I think that cold calling is a true skill that really no one (or 1%) will end up doing, and I 100% agree that VAs do not do it right..

So, you  know, fundamentally change my outlook and approach to life...I'll let you know when that happens.Our mid term rentals have been better for personal use.

I personally use Quickbooks online and have a virtual (remote/nonlocal) bookkeeper.

I will actually be up in NYC in April so we could also connect in person before you come down.

My office manager tracks them on a spread sheet but personally I don't think that is necessary if you have good key box inventory.