This may be a blessing because I know the his costs far outweigh the repair costs for the window (only around $300).The money isnt the problem, but I dont handle it well when I think someone is trying to put one over on me.

True, the bad out weighs the good, but I went to high school in Detroit in a neighborhood where old stone and brick homes are selling for $80k-$100k, very beautiful homes that are well maintained.

If you would buy it again at a 10% discount to market price today, then maybe the transaction costs of selling the house outweigh the perceived benefit of holding onto it. ..or maybe you just don't want to get rid of it because you used to live there!!

If someone knows how to do something that I want to learn I am willing to invest in my education to get it bc I know that the reward will far out weigh the initial investment.

The benefit far outweighs the extra click.

If I were starting out I think the low down payment of FHA owner occupied far outweighs the downfalls of having the property in your name.

Do the benefits of keeping this property outweigh the benefits of selling it now and getting a much larger property?

The population desiring to live in OC will always outweigh the amount of housing that is readily available.

Usually, the cost savings they see from reduced time spent on rent collection, reconciliation, and accounting well outweighs the cost of PayNearMe.

In partnering, I just didn't want to get into an "analysis paralysis" mode trying to analyze a deal while seeking partners but I can see how the benefits can certainly outweigh the risks.