I would even be open to finding a reliable General Contractor that can manage the whole project from start to finish. 

I do feel like I often get trapped in the "analysis paralysis"!

In order to evaluate what is best for you financially you would need to have projections on what the potential business could earn vs what you could earn strictly renting it out. 

I play an active role in managing the projects and act as the buyers agent on the front end and listing agent on the back end.

Their level of involvement will also depend on the scale of your project. 

It seems you have a good idea of what goes into a project.

What I bring to the table:- Stable income/employment history- Handy and technically minded- Great with excel and programming, should translate well to custom analysis tools and automation- Commitment and discipline to spend the next decade grinding and doing whatever (legally and ethically) it takes to be successful.Thank you for taking the time to read this, and thank you to everyone involved with bigger pockets for facilitating this community.  

I did the analysis beforehand taking into account the managment fee, vacancy, capex, repairs, mortgage, etc and it still came out above my monthly cash flow requirements.

I did the analysis beforehand taking into account the managment fee, vacancy, capex, repairs, mortgage, etc and it still came out above my monthly cash flow requirements.

I, unfortunately, had analysis paralysis for almost 2 yrs before I finally bought my first property with the cash I saved from my day job.