However, I’m debating between 3 main options:A) Buy a primary residence with a higher down payment and lower my monthly mortgage payment.

I avoid high tension power line routes and toxic waste dumps areas and industrial areas and light manufacturing areas and main highways.

Rentler, rentometer, zillow, and craigslist are my main go-to's. 

I have already changed main entrance/exit exterior doorways to digitized keypad and still has not put prospective tenants minds at ease. please give me some feedback! 

That's my main question.

You say across the road to the community college so your main tenant focus would probably be Students who do NOT take care of the properties. 

The main obstacles seem to be net worth and experience.

However I don’t have a main office And just use title company conference rooms if I need to meet in an office as do my agents.

If you have experience with it, would love to hear your thoughts, but that's not my main question.I was looking into an Health Savings Account (HSA) which looks like a great option as well for minimizing medical costs (since most non-premium payments can be deducted via an HSA) but You must have a high deductible health insurance plan to qualify for an HSA. 

In my experience, I usually keep it simple at first and do the main 3 inspections, Home, Pest, and Roof.The home inspection report and your inspector should give you more detail about the deficiencies on your property and to what extent they are.