I was en route to Law School as recently as 2 weeks ago but varying circumstances has led me to decline that option as I believed it would ultimately slow down my true goal, which was investing into real estate rental properties as soon as possible. 

And last question, should I get a property manager right away or should I try to manger the property on my own in order to learn and also save some money?

In the short run it's ok to lose $10,000 to save yourself ~$1mil if you think about it.

Cut back and save some $.

But I've lived through the success of local real estate investing, careful saving, and investing in SFR and small multifamily.

Saves me pulling out 30K PLUS closing costs and then holding some 6.5% RE mortgage rate to deal with.I'm not sure how to go about this or how to present it to him. 

Tyler, save up a down payment and buy your own house and rent it out whether it’s long term or short term. 

While it may not be ultimately necessary, my best clients visit the city almost every year and I have out of country investors who come out twice each year.

Right now we take cash flow from rentals and save to buy next rental property with cash.

But ultimately we just got a really great FSBO deal.This is our first time securing a mortgage on a property we own and we assumed that it would be appraised at current market value.