Quote from @Rud Sev: Hello,I am new to the world of syndication (LP investor) and want to understand how taxes at a high level for syndication as LP before asking individual specific questions to my CPA.Notably, I want to understand how preferred returns/cash flows are taxed, if at all, until the amount invested has been returned.

Separate the work into 3 separate categories: 1) Those that are specifically related to the future STR usage, 2) Those that benefit you while living in the house and have zero bearing on the future STR, 3) those that benefit both you and the future STR....assign a percentage to the usage.Be specific and complete.

Then ask them specifically if they help with this sort of thing.Oftentimes owners of businesses want their employees to "think like an owner."

For your specific question about doing a JV on the loan, my suggestion would be that both go on the loan and then do a separate joint venture agreement...because you can not have an LLC on the loan for those loan types, they need to be in your personal names.I am not a lender so maybe one of my lender friends could chime on exactly this would work @Zack Karp, @Michael Facchini, or @Jose Valdovinos?

@Stuart Bartle - If you are interested in Chicago and looing for some boots on the ground and building you team...I am happy to make some connections with lenders, agents, contractors, etc.Do you have a specific area of Chicago that you are looking in?

There are also loans that are specifically designed for this type of property if there is enough work that needs done.  

Are you noticing specific property types, neighborhoods, or price points where buyers are finding the most opportunities?

I just spent some time in your market, specifically out in Pasco county, and man is there some growth going on there locally! 

And if you still are hesitant to get started, and think this mentorship could help, I would have a list of very specific questions ready:If you issue is finding good deals (welcome to RE today), ask what Tom will actually do to get you more deals?  

ThanksArun, I am local to CT so happy to help answer any specific questions.