There are a lot of things that can come up on a flip so easing your way into things and working your way up to larger rehab budgets, etc is recommend.

Definitely come to the Midwest with no debt

Live in one half, rent out the other.

If the cosigner is not contributing funds but is just helping secure the loan, whats a fair way to compensate them?

So sometimes when these type of opportunities come up life changing as it relates to work you just have to jump on it.

I’m brainstorming ideas on how I can market myself to potential mentors in the STR game in order to gain experience.

@Marc Zak Using an LLC for each property provides strong liability protection by isolating risks to individual assets, with income and expenses flowing through to your personal taxes on Schedule E.

I'm hesitant to give up my conventional loans on the next cash out refinance for DSCR loans.

Valuing your time and understanding your limits and skills will make a big difference in the equity you build, the quality of the work and your sanity. 

Furthermore, how important will be to have one of our team members providing oversight of the development process and what level of oversight is needed if the first option is selected.