Quote from @Kyle Carter: What role does insurance play in protecting your investments.

This also leads owners to ASSUME simpler is better when it comes to management contracts.

* What is your average rent amount for all properties managed?

I didn't hire my first assistant until I had 150 doors under management.

I'm sure they also spend significantly more time on their role, than you do in yours....or at least their time spent is more constrained where yours can be remote/on the road. 

@Gary Abrams A cloud based solution would work really well in your scenario of having other family logging in and helping with management. 

In previous roles, I was responsible for the asset management, capital improvement, repair, and maintenance of an ANG Fighter Base worth over $400M.

Define roles, financial contributions, profit-sharing, and responsibilities in a detailed agreement.

There are plenty of entry roles from cold calling, scrubbing data and find deals for investors, leasing assistant, work on construction sites, office admin, project coordinator, Title assistant, RE photographer, transaction coordinator.. on and on. 

It is not uncommon for syndicators to list properties they were passive LP investors in, and for sure to list properties they were/are also a part of GP, with limited/minimal active management roles.