I caution you now in desiring to call me or reference to me in any way with RADD or contracts, promissory notes etc.  

Lo and behold, many of said states will require the foreign entity to disclose owners/members and such, negating your desire for secrecy. 

My answer would certainly be highly dependent on his own emotional make up, his desire to relax and travel, his willingness to delegate and outsource, etc.

I don't necessary want to quit my job but having the option to do so is desired.

For example, my client just closed a 3/2 single family house for $160k that was already rented at $1900/month and near turnkey and in a super desirable residential area.

This lack of competition can allow for more favorable negotiations and greater chances of securing desirable properties.Since pre-foreclosures are not yet on the market, investors can often negotiate directly with homeowners, potentially resulting in more flexible terms.

For instance, do 2/2 properties typically have longer average stays, or are they more desirable?

Nice to have a problem that the properties have appreciated so much that the LTV is below my desired LTV goal.  

I've flown down and walked the units at Western Way and there is a lot to be desired.

Purchased in a desirable part of Oakland (Glenview area) as an owner occupant in 2019.