He's a pretty optimistic guy but he's had success in internet marketing before so it's definitely worth trying.I agree with you that most property managers are worthless and the fact that I am competent, responsible and intelligent already puts me in the 90th percentile.

Of the few that make a start, only a few of them develop a passion for it that drives them thru the failures and keep them optimistic.

Also, your potential rents seem optimistic, however I am not familiar with your area so you would know best.

I live in the Raleigh area and am optimistic about the long term economics of the area, so perhaps no cash flow in the short term is acceptable if you account for long term equity pay down and potential for appreciation.

Hidden fees/closing costs/maybe I'm being too optimistic with my Operating expenses?

If you need a bunch of optimistic assumptions to come true, you probably won't last long.

Make sure they're not calculating NOI based on optimistic projected income while leaving out critical expenses.

Everyone writing on here so far is VERY optimistic. 20k is not a lot of money for real estate investing, even in rural midwestern areas, let alone Boston.

With that said, it's such an incredible market and I'm very optimistic at the future here.

I want something with current cash flows that I can renovate as each tenant moves out then offer it to existing tenant to keep advertising costs lower at a slightly higher rate with a multi year lease Some are pessimists, some are optimists, I'm a realist.