On top of this I have a decent paying job that is also producing enough where even if I didn't have that 250k I think I could start with something smaller, maybe even partnering with a friend who's similarly interested in getting into real estate.

You should sell this property since rent at $1350 on a 350K property is about 2K below what it should be to produce positive cash flow on a leveraged property.

I have one property that we bought in Nov'15 for $185K, its appraised last year around $315, and I think it might be worth $400K or more.

Most would say, YES, pull the equity if you can use it to leverage other properties and produce cash flow.

I have looked at what's available only though sites like Zillow, trulia, Redfin etc. and have found a couple that are producing the results I am looking for.  

Currently work a full time job and saving money to make this transition into being a full time agent less risky.I'm searching to see if there are any top producing agents in my area on Biggerpockets.

Most of my lenders have higher costs from 50-60K, over 60K and zero issues. sub 50K loans is going to be very difficult to produce

There are some cheaper condos that are going on the market (below $200K) that would produce really good cash flow.

I looked into Cozy and the long wait for my money was a big turn off.For those tenants that want to pay with cash or check I produce bank deposit slips with account and business information printed on them.

As far as an s-corp, it is not usually a good idea to hold rentals in one, as there are issues if your strategy changes in the future.S-Corps may be beneficial if the income you are producing from real estate is ordinary income and subjected to self employment taxes (like flipping homes, wholesaling, property management).Be sure to talk with a CPA that knows your entire situation before making this decision.