You might have decent odds if you are buying almost new class A in an A location but then cash flow can be minimal and purchase price higher but still might be cheap compared to California.Example a 4 unit in another state for an A location might be 400k but in California maybe who knows 1.5 to 2 million or something like that.

Quality of service and pricing definitely do not correlate, as many of the higher-priced custodians have some of the least responsive customer support.With checkbook plans, the role of the custodian is minimized and you may find a very low flat-fee for the custodial administrative services- usually not on the custodian's web site, but by private arrangement with the advisory firms like mine that offer the legal and consulting side of the service. 

I did my first driving for $$$ and some of the owners came out either land trust or LLC what should I do with that any possible leads there or waste of time?

Make the tenant responsible for those things mentioned and use good quality material to minimize those type of problems along with an experienced labor on the installation.You could please them by limiting their maintenance cost to not exceed $500. 

As far as the TIN I would suggest you contact a real estate attorney to be sure you have a good commercial lease that covers you and minimizes your risk.

You could also bring a contractor out, but you don’t want to waste there time.  

Purchase price: $153,000 Cash invested: $20,000 Purchased this home in late 2017 with the intent to stop wasting money on renting, as well as use it as a rental when I PCS'd out of the area.

If your role was fairly minimal, I might only be willing to part with a percentage of cash flow.

I have a 3 bedroom SFR on the east side of Plainfield that we have been marketing for 21 days with minimal interest and I'm wondering if it has more to do with the time of the year or other factors? 

With a little planning, you can minimize any negatives.