Growing pains and learning how to shift from wearing all the hats, to wearing the executive hat as much as possible.

Drive new $45k vehicles, have the newest things and work very middle class jobs.The question is; Did homeowners like this hypothetical one change their psychology on personal finance?

@Logan Parrette I understand your pain of being in a small market. 

I believe that if you buy a stabilized asset now, it will be a painful situation in a couple of years. 

What were some pain points you experienced that you didn't see coming?

@Rhowela Friel, I feel your pain!

Sellers of commercial properties are much more likely to require a signed purchase agreement before going to the pain of having a possible tire-kicker marching around three units and disturbing tenants.

FHA is a pain to get done and especially with deferred maintenance properties, it can be a challenge. 

Im still in pain from all the physical labor I did to get it almost as clean as it was when they moved in.

I will spare you details like falling out of contract due to windows being inexplicably nailed shut, but for comedic relief I will highlight the pain culminating in complaints that there were random, free-roaming chickens pecking around our yard and putting off potential buyers due to a negligent neighbor.We ended up needing to take it up with the city to reign these fowls in, an action that caused the spiteful neighbor to tank a number of our other showings.The end result of all this was losing at least $30k (and probably more when it was all said and done), locking up the capital for ten months, and dealing with a two month long, stressful process of trying to sell and falling out of contract three times for various, silly reasons.