Since you only have 2 full time and two part time staff, who covers their vacations and sick time?   

Ask if any of the contractors are related to the PMC's employees. 

The onboarding was extensive, and I don’t think they do a great job of explaining that most of what they need is related to the banking side of things and actually nothing to do with setting up the software.

Since they needed renovations, he invested roughly $30,000 per property to make them rent-ready—bringing his total investment to $110,000 per unit.Once rented, he quickly encountered issues: non-payment, eviction filings, constant repairs, and tenant-related damages.

Managing a rental yourself can be time-consuming, especially if you're handling maintenance, tenant relations, and lease enforcement. 

I also wrote a block that relates to this topic.

His crony Hatti Day is the “real estate manager” of the property and actively avoids addressing any of the lies she makes related to the unit.

The limit is "three unrelated people" and cousins are not considered related under this code.

So honestly,  we have a lot to learn about RE and everything Tax related for it.

I am new to real estate investing and still learning, so any advice, related or unrelated to this would be extremely appreciated!