Have around 10 units self managed and looking to optimize my business systems to be slightly more scalable and automated.

Would I be doing business today like on 12/21/2012?

2- best advice you can give a newbie3- is a flip the a good idea for our first investment?

Quote from @Jay Hurst: Quote from @Chris Seveney: While this sounds like a good idea, I don’t see how a company like this can survive - such a small market segment and once rates level out and are more consistent they have not really be neededI know them.

To summarize, STR is not dead to the ones that treat it like a business. 

I'd overestimate what it will cost and the amount of time I think the project will be by at least a month to give yourself some cushioning and an idea of the margin of error you have in order to earn money.

I am turning 18 in less than 3 weeks and can say I have been a business owner throughout my high school journey, from small local hustles to building products in my basement to sell online.I am an aspiring Real Estate investor reading many books and conducting hours of research hoping to build an impressive real estate portfolio in the future!

The system protects the criminals more than the law abiding business operators.I agree with others though, turn it over to a local competent collection service. 

Instead focus on building a profitable business and work towards having no debt.

It is not intended for stopping a legal proceeding because you may have made a bad business decision.