They could hardly answer any questions and the ones they did answer just seemed a bit off and lacking.

It is important that the designed purpose of the property is congruent with the rules and regulations established by the local authority in order to ensure its successful use as well as to avoid any possible inconvenience due to lack of compliance.

I'd start small and think about the least time-consuming and the lowest-risk strategies considering your busy work schedule/ lack of bandwidth to take on an additional job which is basically what real estate investing needs to be in order to be successful. 

We had a project which has hit several bumps in the road due to contractor reliability or rather lack thereof.

I personally would stay away from Yardi, unfortunately their system is outdated and their customer service is sorely lacking. 

I also have zero debt (student loans paid off, bought and paid off multiple cars, etc), but my credit score isnt amazing just mostly cause of lack of accounts (lets call it around 620 fico 8, higher on credit karma).  

But I am sensing major inexperience, lack of due diligence and just a bunch of red flags in general. 

As a Realtor/ Investor I’m involved with many kinds of deals and one area I had been lacking was qualified education in land and development.

With the lack of comps positive reviews will likely make a meaningful impact on the number of bookings/price you can get.

Of the CRM's I tested that were part of an all in one system, they lacked basic task management.