Id say the bigger hurdle isn't the neighborhoods, as you can find decent ones, its the CRAZY taxes Trenton is charging. 

Would this be unreasonably cautious?

I don't see his request as unreasonable.

This has possible hurdles too.

That emotion creates some pretty big hurdles for anyone and understanding a value add sales approach goes a long way in this business.  

I'm not selling some magical secrets for RE Investing, but rather the hand holding that sometimes needs to take place in order for some people to get over the hurdle. 

A few weeks later the tenant told me to pick it up because they bought another, slightly larger one, without complaint at that time.Am I being unreasonable in some way by not wanting to LOWER the rent?

lol, just needed a place to mourn. lolnot emotionally attached but just need to go through the motions. that's 4wks of my life lost.the good is knowledge and experience and referrals and contacts gainedthe bad is nothing we can do, unreasonable seller. period.moving on....

I've always kept them as a last resort if I find a property that I just can't pass up and I have no other means to fund the deal.Pulling equity out of a house isn't too big of a hurdle unless your FICO is low or your debt-to-Income ratio is too high.

The title company is not being unreasonable.