As an owner, what are the top considerations or issues you face when deciding to bring on a property management company to help manage your units?

They offer wealth management but they also offer joint venture deals where they look for partners to purchase Multi-Million dollar REI portfolios. 

If you are going to manage a rental, you should educate yourself on what you can and cannot do.

In the residential world, some requirements are relaxed comparing to commercial so it's up to you whether you want to spend the money to have a better planning versus skip the planning and perform the work impromptu.

He has experience setting up syndications, but past that if you're planning to make moves in California getting started with him or anyone at Cox Castle plugs you into one of the hardest hitting real estate law firms in California with highly experienced lawyers in construction issues, contracts, financing, work outs, land use, multifamily/commercial purchase and sale etc. 

It will increase tax rates on STRs from residential to commercial, so from 6% to 28%. 

In my case, I have residential rentals in one LLC, commercial properties in another, self storage in a third, and my real estate company operates in a fourth.

I have several properties throughout a handful of states, all professionally managed.

Just closed on my first property in Denver and am planning on Managing this myself. 

Probably need more information, especially regarding type of real estate investment because its going to definitely differ dramatically, some thoughts:-If its for a rehab "Fix and flip" - definitely more about value, experience, timeline-You are mentioning more about rental property metrics - if so, is this SFR or small residential or commercial?