Don't get me wrong; there are plenty of issues/problems/quirks that old houses have that new houses don't, and an old house can obviously have hidden problems and big repair/maintenance bills too--which is why thorough due diligence is fundamental to REI...but, the point is: a brand new house is not a foolproof solution to repairs/maintenance headaches (and in some cases, a brand new house can be a much bigger gamble than an older house).This is a particularly important lesson for inexperienced investors, who tend to be the most prone to "shiny object syndrome" (the tendency to let nice aesthetics distract from real, underlying issues).

I wish I had the balls to gamble with it!

This is more like gambling and does not appear to be strategic. 

"I bought another house today" to them is a gamble I just took, to me its at least $25k already in the bank.  

Probably not but are you willing to gamble that?

I'd be thrilled to get those numbers.

If she had to move cause you wanted to get market rent, you take a gamble and your new market rent tenant could be a nightmare. 

These companies are funded by investment companies and are mostly gambling better technology will produce corporate profits.

I have some tentative plans to send out some new direct-mail campaigns, and while I'm not thrilled about them, I will probably continue trying the bandit signs for now.My short term need/goal is to get the business at least functioning in the next 3 months, that will keep me from having to retreat to my 9-5 career.  

I do admit that you do make a lot of sense, but really you're that much more luckier than everyone else that you're able to confidently say just gamble and go for it?