So is this just as simple as showing how much the property makes or do they also look at personal debt to income, credit score, reserves etc as well.

Everything in tax depends on the personal situation. 

They mentioned that the family member began debt consolidation 20 months ago, the way debt consolidation works the company lets it go into collections I am concerned that if the person files for bankruptcy.Even just one of 3 family member file a bankruptcy 7, can they stay 3 to 5 months without paying rent?

You don’t need to chase leads—you need to be the person people trust.Hope this helps , Let me know

None of which I never actually met in person. 

However, after learning about house hacking, I tell every high school/college aged person I meet or know to do this because of how great it is!  

I've found the people who want to charge for their time and "mentorship" typically need the money because they are struggling- maybe not the best person to take financial advice from. 

Quote from @Peter Tverdov: Think at least for the text standpoint it is challenging in this market now where I know personally 3 people that have been in lawsuits with one ringing in at $500,000 for cold text messages to people that did not want to be marketed to, so to @Jonathan Greene point on that for sure.I think that cold calling is a true skill that really no one (or 1%) will end up doing, and I 100% agree that VAs do not do it right..

In general I say its a personal preference and there is no right or wrong here, just what works best for you. 

I've seen a few homes were the agent didn't market it well (terrible photos, wrong information, seller leaving their messy personal belongings) where homes sat.