Every time a tenant moved out 3 out of 8 evictions or so, it felt like a gamble, with someone leaving the place in ruins. 

It's a gamble unless you're experienced and know what you're doing.

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?

So, why would I gamble on making more with that money especially when getting out of debt is more important to me?

Criminal Code of 1961; Gambling F.

@Greg Scott,Going after appreciation is not investing - it's speculating (gambling).

He may also have inside information which allows to take such a large gamble.

One of you could loose your job, go through a divorce, get addicted to drugs or gambling, or get in a debilitating accident.

If you don’t have at least $10K to gamble, get out there and do the work yourself, and maybe bring on this fully automated team once you’ve made good money and you just want to add a little to your already successful business.

If you however are taking a big chunk of your money down in hopes you hit it big that is gambling and I saw many lose their shirts before.A lot of these projects being talked about no all come to completion.