Are there specific factors or trends you would suggest evaluating to make a more informed decision?

@Michelle SharkoAnswering questions in step by step fashion:- Is it a good thing to do or not is a personal finance decision and it depends on the person asking it, their risk tolerance which in part has to do with how this HELOC or line of credit works and how your personality fares relative to taking on new debt (a person more adverse to debt might have sufficient savings and temperament to pay down/back the debt versus a financially liberal person might get in over their skii's as).

Before making any decisions or committing to anything, reach out for referrals and do some research on the company and the offer they are making.

Just trying to make a decision on what might work best right now for our next move on buy and hold. 

I come from a poor upbringing and don't really have family members that have any money.

I do recommend trying them out though as you did and seeing what you like about them to make the best decision. 25% off link for Hospitable  - Click here

In fact, if your tenant does poorly, it may put you in a situation where selling is the best option and you will be stuck using the agent that caused the problem in the first place! 

It's great to hear that Rich Dad Poor Dad inspired you, it’s a classic for getting into the real estate mindset.

You'll just need to pull it all together to make the business decisions. 

It's a binary decision if it's in their budget.