No one will offer you a high paying W2 job for hanging out so that you can retire at 30.I don’t think people become financially independent early in life by doing something half-heartedly.

Melissa,You heart is in the right place but there are a couple of issues.  

My question today is, should I trust him whole heartedly without question?

A well maintained rental gets better tenants and is good for the neighborhood so I consider it an investment.You likely can't deal with the painting until it warms up and likewise, it may be inadvisable to do the concrete work in the winter.

With that said, it takes kissing a few frogs to get your team together and that is really what your post gets to the heart of.

If it's warm there, then you're probably ok. 

In effect, 150% of ticket sales make it to the charity.Our residents have responded very warmly to it and some have made it their mission to chase down friends and family to buy tickets. 

You won't find this out unless your agent is asking before you offerWrite in additional terms that you waive your right asking for any repairs, and will only ask for lender specific demands (treat termites, etc.) but will make up for those with buyer to pay seller closing costs to equal that amountOffer to pay for all closing costs (excluding commissions unless you're really motivated to make the deal happen)If you're really daring, you can try these much more aggressive tactics; not for the faint of heart or inexperienced. 

Every comment taken to heart....really!

I have been subjected to spinal surgery due to an injury leaving me jobless, incomplete paralyzed and on top of that due to the lack of leg movement abilities in the first couple months, blood clots that lead to a stroke leading and heart surgery.