At the end of the day, 99% of sellers and brokers only care about your surety to close (I leave out 1% that might care about HOW you operate your deals, regardless of price paid).The fact that you have never closed a large transaction AND are not providing all your proof of funds up front and/or talking with brokers about where the money is coming from, will give them some trepidation.  

First off, all high skill requiring items let's remove those.

At the end of the day, there are more day traders that end up broken than not. 

I am a highly motivated individual, however, and I'm dedicated to getting into real estate investing.  

In the end, just make sure the deductions are fair and in line with what’s stated in the lease.

When you say you want to prioritize cash flow over equity, you want to watch out for people honing in on that and selling you "good cash flow" deals which will be in D neighborhoods and will come with high capital expenditures and harder tenancies.

My answer would certainly be highly dependent on his own emotional make up, his desire to relax and travel, his willingness to delegate and outsource, etc.

Also turns out we had some important mail go there etc… so civil correspondence ended up worth it.  

In my observation here in Santa Rosa, the first lots out of the gate that sold went for too high of a price. 

Before bigger pockets moved the rent estimator to pro users only it estimated rent to be around $975 I don't know or have anything to go by but I thought that was high.