You’re feeling uncertainty because you are swimming in uncharted territory.

And if so, that sounds different to me than using two agents who are in the same territory or competing space. 

For example, my parents house is in fire territory in California so it is expensive.   

Tough territory. 

I went down to look at it and the buildings were not livable, the whole project to be scrapped and leveled down. most of the territory is unlivable and beyond any restoration.  

Though I have never owned a non residential building and would like to venture into this territory in the near future.

For them to give any investor in any territory 20-30 leads each month, that’s a budget of roughly $1,000.

The upstairs guest being noisy for the downstairs guest is the only draw back I can think of in regards to renting them out as STR but I'm hoping that with the area (a little away from Pier Parks madness - hopefully have more respectful guest than not) and some nicely stated ground rules for being mindful/respectful to the downstairs guest that we can avoid some head aches... even though we do know that we'll still get headaches every now and then because it just comes with the territory. 

@Nicholas Dill I agree you aren't going to get much directly from the forum - because your question is very market-specific and this forum is small and covers a lot of territory.  

If you're raising money from a passive investor whose return is generated solely by their investment, and they do not have an active part in the deal, then you're in syndication territory.