My wife is a perfectionist and gets mired in the details, treating every piece of information with equal weight. 

Maybe that was just a way high bid, but the maintenance and extra liability insurance ended up being cheaper over the near term, and since you may want to flip it eventually, it may be wise to keep it. 

I do not want half fast pluming jobs that lead to leaks and issues down the road so I am willing to pay a bit extra on this trade.

Think of it this way you have $50,000 and you buy a rental so you end up with an extra $500/mo.

There is no way to fully mitigate this, but be sure to have detailed conversations with them prior to getting them in a deal.

My current job doesn't offer a match and I haven't been able to contribute to my Roth so this new strange space opened me up to finding the awesome community hereI thought I'd ask for some steering direction from those who have some experience so I can talk to a local professional (Dallas, TX) for the details/next steps.

Im currently in the finishing stages of my rehab & in need of a detailed scope of work for company I'm hiring to handle the painting, compounding , plaster & taping of the house.

Over the last 5 years we (@Sam Wilson and I) have developed a pretty cool and detailed system for tracking preforeclosures in Tennessee - primarily in Memphis and surrounding counties (but could easily be expanded to any other county or city).  

I believe they were a lawyer as well... they detailed their process and experience.

Yup and this is a house hack situation so there is an even extra level of it.