Critical Situation Forced me to Join

[Jason Bourne]

Hello everyone, I am new here, Obviously :-) 

I don't want to get into extreme detail on how I am in my situation, but I will give you everything you need to know. I am a founding team member of an enterprise software tech startup, and we are currently in process of creating our Minimal Viable Product (MVP). I am in the process of hiring a marketer  from O-Desk or Upwork, for a side hustle to generate "passive income". I do not have any money, I flunked college, basically dropped out afterwards because I do not want to be a burden to my parents. I am 23 years old. 

My parents situation is this: Due to circumstances, they do not have ANY income at the moment. They have 150k total saved up. Annual expenses are about 60k. So, this time next year they will have about 90k left. 

My dad can invest any amount to where we still have 25k left at this moment, IF the investment brings IMMEDIATE returns. 

For a DEFINITE return in the LONG TERM, he can invest up to 75k. 

I do not want my parents to get evicted, I will pour all the money I make from my side hustle to help my parents out, and when my software startup gets funded, I will probably take the minimal salary, but from that salary it will go to help out my parents and pay bills. 

What I am doing right now is reading EVERY SINGLE STICKY on this discussion board, and getting my dad to do the same. I want to have a precise strategy for the 2 scenarios I mentioned above in the bold. My parents get heckled by relatives to do this and that, and take big risky investments, which have backfired for them. 

This time I want to be SCIENTIFIC in approach. 

We are willing to take risks, but they have to be calculated, and implement a process where we can make further calculated risks from what the previous process showed in results. 

In the startup process, we call this the "BUILD MEASURE LEARN FEEDBACK LOOP"

For example, we make a decision to add a feature, then we do split tests, measure the results, and then make a decision based off those results.

What I am saying is, I am willing to learn to do due diligence, do precise analysis etc, but I am just absolutely tired of shooting in the dark (or at least watching my dad shoot in the dark). He is also fed up with it, he isn't partnering up with reckless relatives who have pressured him to do risky decisions with absolutely no logic.  

What I am asking is, now that you know the situation, I am not asking to be spoon fed. 

Am I doing the right thing by coming here to learn from the stickies and other resources? 

With my parents situation laid out, is it appropriate for them to dive into learning about real estate or should they find another hustle?