The biggest challenge is likely maintaining the separate identities of the company and its owners/shareholders.

What they teach in the course is very identical to what's on the test so I did a lot of memorization and passed the first time.

The seller has not addressed these issues and presently has $60,000 in fines from the city.I have viewed the property and I have estimated the repair costs to be around $125,000 as it needs a new roof, foundation work, windows and doors throughout, ceilings replaced, kitchen, bathrooms etc etc. but the ARV based on an identical property 5 doors down selling a few months ago I estimate to be around $575,000.I spoke with the owner and they presently have a cash offer of $270k minus the fine balance at closing.

Afraid to lose my career identity and too comfortable where I am.I can't tell you what is right for your situation, but if you wait until the time is right, you will be waiting forever.

Just at a macro-level, if there are two identical properties and one is in a flood zone and one isn’t...well...1.)

Given two identical jobs, one being paid for by insurance and one being funded by a private party, I will take the private party all day long.You're right about mold, though.

The situation would be different if you found an identical property to the turnkey one listed for LESS.The main questions you want to ask yourself are (after first vetting and getting comfortable with the team) if you are comfortable with the returns on the turnkey property AND will it appraise at or above $99K. 

But this is pretty consistent with ~80% of lenders all being in a narrow band of being pretty freaking close in terms of rate these days once each loan offer is structured identically (back in 2006 it might be 0.5% or 1% difference in rate between lenders, not the 0.125% to 0.25% in variance we see today), meaning it comes down to knowledge, communication, responsiveness, etc.So the answer to "Is it worth paying more for a bank that actually communicates?"

@Anthony Liguori I have almost the identical e situation with my property I bought 6 years ago.

So like I said, it is all specific investment dependent.Back to the 2% rule, keep in mind that anyone who bought an investment using the 2% rule back in 2007 when interest rates were around 7.5% for non owner occupied loans and someone buying using the 2% rule last year where you could get a loan for say 4.25%, the investor buying last year would have higher cash flow even if the properties were identical because the debt service was lower.