You should have been incorporated a long time ago.

This is expensive.There are many creative ways to find deals that incorporate you reaching out to buyers that can be less expensive and more targeted.

Because I am managing for myself and a family member, do I have to incorporate an actual LLC/Corporation in order to manage these multiple LLCs?

If I incorporate risk in my model from the start, I can mitigate the risk with cashflow and location.  

The concepts are relatively simple but incorporating a plan into my life has proven for me to be the hard part.I'm 19 with my RE license engaging in selling rental properties but my main passion and goals lie in buy and hold.

The tenant wants to be able to contain future costs and treat the house like it is his/her own.There are certainly ways to structure a lease which incorporates the basic features sought.

Will definitely incorporate it in my process!

A single member LLC the LLC has only 90 days to decide and notify the IRS if it it wants to file income tax returns as a corporation on form 1120  or as a sole proprietorship which flows through to your personal tax return on schedule C.A dual member LLC has no choice.If it were me I would incorporate the company and make it the general partner of a Partnership or Family Limited Partnership.

We send 1099s to all un-incorporated vendors who we paid more $600 in a single calendar year.

My goal is to incorporate the BRRRR method and use whatever money I can get from refinancing to purchase another investment property on Oahu.