There are many great meetups, depending on where you are at in the city.

It all depends on your perspective of the economy.

Of course if increase rents by $75 to $100 per unit the CoC will increase too, but it will all depend if the location and condition of the property allows me to do so. 

Cash flow is possible depending on the deal and financing but is challenging to find.

I'm glad you have taken your first step with the books and the podcasts.Like you, at the beginning of my investing career, all I wanted was cashflow; however, at the moment, with the rates as high as they are and the rents as low as they are (depending on which market, of course) cashflow could be an uphill battle that may seem insurmountable. 

Depending on the locale, the Owner/Builder route will only work on your own home, not every project you come across.

It all depends on what it rough.

Just depends on your goals.

It would depend if the buyer actually new there was an option in place or not.The only way the title company would get sued is if there was proof they new about the option and allowed the 3rd party transaction to happen. 

The short answer is it depends!