Also, you may be in a Historic District overlay which makes everything (including STR and outside renovations) much more painful.

Great in a strong market, painful in a market that doesn't appreciate (think Midwest). 

Is that worth the downstream pain?

I talked to a few other plumbers and most people say the combi units are 10 year throwaway units and fixing them is a pain. 

I feel your pain.

Dealing with 3 sets of tenants sounds like a pain but I know I could make more money in long run.  

When clients have questions about their accounting, it seems that a lot of PMCs give the brush off or "we'll get back to you" and this can be a huge pain point when working with a PMC. 

See if you can find their pain point.

. - In this, make sure it is something that hits their pain point as well.

Big pain to do correctly.Slightly more sustainable and less of a headache;Put a certain qty into one Llc and then have a holding company.Example: 5-10 properties under 1 LLC then that LLC will be held in “holding company LLC”So If you have 40 properties. 10 properties per LLC. 4 LLCs.