I am a software engineer so I prioritize partnering with the right team to execute every steps of investing.

However, the last thing you need to do is step in and play mediator. 

I’ve been diving into real estate and learning every step of the way.

As someone that over analyzes things as well, I’d suggest you step back and think about what your goals are in order to help determine what path to take.I like JD’s suggestion about reinvesting in your business.

Below are some actionable steps I plan to take after identifying a market:- find a rock star agent by referral and/or calling brokerages and asking to connect with their top producing agents- find a rock star contractor by referral and/or yelp- have control over construction by setting per diems to incentivize contractor to finish the project on time, within budget, and with good quality- leverage my rock star agent's time to check up on the construction process (checks and balances)- hire independent handymen/inspectors to check up on the construction process for a flat fee (checks and balances) There's competition everywhere, you won't escape that in any market. 

For every step forward they take it falls back two.

In this case I would like to see some evidence that steps have been taken about the 401k.

In addition- if it's not working and the tenant takes legal action, the judge certainly isn't going to be on your side when you tell them a flooring contractor said it was warm in the house.This game is all about mitigating your risk by being proactive.

I’m working toward my first deal now, and your story reminds me that success starts with stepping into the unknown.

That is a good next step to get an idea of good markets, and Deals.