For those who've made the leap, what has been your biggest hurdle?

I'm trying to plan this out as well as possible to avoid any issues down the road.I've seen the stories where people run into issues meeting this requirement and get scrutiny from the IRS, to me it seems the two biggest red flags might be when they hire a property manager and also when they rarely go out to the property to work on it themselves, always relying on contractors.

I have seen the good and the bad, I have watched some of the biggest names here in Indy get started and have helped most of them in some form or fashion. 

For out-of-state investing, one of the biggest tips is building a solid local team—an agent, contractor, and property manager you can trust is key.

Biggest thing is adjust pricing appropriately. 

Biggest pati le is getting approved from VA and bringing property up to regulation.

All this to say starting is the biggest, hardest, most important step.

Your biggest issue with 5 bedrooms is that 50% of your income is going towards the mortgage, I do not believe banks would even lend to you with a DTI above 40-45 (mortgage + other debts).

The biggest correlation is interest rates, but that is not the only factor that indicates a strong flip market. 

The biggest mistake I made in my RE investing career early on was being so conservative that I only bought homes for cash, i.e.