That isn't to say that solo professionals such as myself are bad per se, just that depending on who you go with, you might eventually see some limitations if they don't grow with you after several years if you keep expanding and getting more complex yourself.

If business, then ordinary rates + SE tax, even if longer than 1 year.Step 2: If capital investment, then more then 1 year or less than 1 year?

@Steve Vaughan I think the magic number for SE tax threshold is $400, not $600. $600 is the threshold for 1099-Misc. 

@Savannah WalbertI personally like the SE with new construction below $300K that still cash flows well AND appreciates in both rents and market value.  

I am looking to take advantage of cost seg for a  2 unit MF property - which has tenants for long term rental  (let's call this property A)I know that in order to take advantage of cost segregation, there are no specific "status qualifications" per se, but certain conditions and considerations should be met such as 1) having a real estate prof status (i.e., spending more than 50% of working time & 750hrs pr yr in RE business) or 2) short-term rental status, rentals with a duration of less than 30 dys)I do not qualify with a RE prof status, but I will be acquiring another property with the purpose of having it for short term rentals (property B), please note that this property is outside of the U.S., so my question is: I don't qualify as a RE professional status, but can I use the acquisition of the short term/property B as my "short term rental tax loophole" for the purpose of the cost seg on property A?

This family member is fully trustworthy and doesn't need the income per se, but structuring it this way could benefit both of us.

If investment - proceed to Step 2.Step 2: since it's an investment, it's a capital gain, no SE tax, and 1031 is available.

There is no freedom per se in real estate .. not owning rentals not owning a real estate brokerage not being a mortgage broker not being a home builder not being a syndicator.. etc etc.. all it is trading one JOB for another.. and for those that have never been self employeed I can see how that not having to answer to a company or boss is FREEDOM to them.. 

I was thinking about creating an s-corp to avoid some of the SE taxes on the flips.

Sales are slowing and prices are flat in several more expensive areas around SE Michigan now.