On the flip side, having more choice in location with an existing product could be advantageous to both his personal life and the earnings potential; add in the second unit having the potential of being a STR/MTR and location becomes even more important.The contract/permit side CAN be challenging location by location; assuming he's working with someone who knows what they're doing, Raleigh makes it easier to get permits for these larger "small scale" projects than Durham.

I also reached out to loanPro.io to see if they had an offering geared towards the person with a single loan that they  need managed.  

CRE has much larger hoops to jump through, but I feel more confident talking to others about the basics of commercial real estate.

There's an interview between Jerry Norton and Gary Pickren on youtube that I feel is particularly insightful.

I track everything through Monarch personal stuff include because the filters work really good and it gives me a clear financial picture of all my finances as I work towards FI. 

I'd be happy to talk sometime, or depending on where you are at, we could meet up in person.

EXAMPLE: your wasp nestAlso, as you've learned, no one person is consistently going to your property and keeping tabs on it. 

I would be the first to ask for this "advanced" type of tracking but I feel with out it you aren't treating these units as a business and are guessing.

If you know of anything, feel free to send them my way also. 

They'd be able to give a lot more personalized advice versus what you might find on public forums such as these.That being said, there's a variety of strategies you might be able to employ.