Let's just agree your target market segment is real slim on these.Now that is the case with distressed homes, but there are also 'motivated sellers' who just do not have time wait 45 days for your buyers with VA/FHA loans to close. 

I have put my first wholesale deal together, so my question is do I take the signed contract to the title company to put the house under contract, or do I wait to get a end buyer to take the contracts to the title company?

Should I consider a 4plex cashflowing $1500 or so a month and put all my money into this one 4plex and wait until i save enough to buy another complex or are there more creative financing routes to expedite the pathway to my goal of 10k a month?? 

One thing I don't like about doing this in NY is that most NY laws are more tenant-friendly than landlord-friendly and that is a concern for me since I personally saw my grandmother trying to evict someone from her apartment and that process taking well over 2 years and thousands of dollars in legal expenses.

It "should not" cost thousands of dollars for an attorney to look over you operating agreement.

A journey of a thousand miles begins with a single step, I believe Real Estate investing is that step.

The sub-meter seems to be expensive, and I really don't want to take on a few thousand dollar expense to do this.

Wait a bit to understand how your property performs and readjust your strargey for next one. 

And they’ll use our profits from this property as income to approve us for our next property rather than having to wait the typical 2 years for it to be considered income.

But I was only 28 years old at the time, it was 40 years ago, and how would a kid with a $30K salary explain several hundred thousand in cash laying around.