Dumb Debt also means that the owner takes on recourse debt and personally guarantees it instead of non-recourse debt or other people’s debt (OPD) or cross collateralizes it with highly appreciated assets with low debt to value ratios.

I use Baselane, personally.

I am 100% ok with my w2 providing me income to maintain my life and grow a nest egg for the later aspect of life   Its been rewarding to see this transition personally.

When I had arrived I found out that this guy had one truck, his own personal vehicle that doubled as his work vehicle.. and some personal tools.

This agreement is just like a listing agreement when you go list a home, you are hiring the right person for the job, so this is the same type of contract, but this person is hired to find you the right home. 

I can say my personal experience has been pretty mediocre.

I would guess that you have little or no experience running any kind of STR, and now want to get that experience on the back of someone else's investment, with little or no personal skin in the game, and that's not a good way to build an investment portfolio.

For ideological reasons I'm not personally into Cadre, but I will look into those crowdfunding platforms if my list of syndicators ever starts to seem thin.

At a minimum,  you should understand what the current zoning is and what restrictions there are.As the post above mentioned reaching out or going in person to speak with the planning and zoning department will be very helpful. 

Property 1: Rent 2450/month negative $500 Equity $90,000Property 2: Rent 2250/month negative $600 Equity $100,000Property 3: just bought for 330,000Am I right the rentals are in your personal name(s)?