Change it to "only buy deals that will comfortably yield X% return".  

Ultimately, Lawton could be appealing to cash-flow-focused investors comfortable with high-risk, high-reward environments and looking to leverage a reliable rental base tied to Fort Sill.

If you can show / prove to him that the park will be worth more because you are rebuilding the bathhouse, paving the roads and adding a playground then maybe he will feel more comfortable? 

Get out of your comfort zone.

I've only experienced this on the buy-side of multifamily acquisitions, but have been involved in transactions where the lender requires a CofO and they have gotten comfortable with just the I-card, when there is no CofO for the property. 

Update: We ended up backing out of the commercial deal, way too many issues going on and shady practices that we were not comfortable engaging with.Now the question is what to do with the chunk of money left after we pay taxes.

I got lucky that the tenant wanted a house in my neighborhood to keep kids close to their schoolsHouse was listed for 1750, they offered 2250 but I declined , so they offered $3k, ended up renting the house for $3250 ($250 pet rent) per month, for 3 month, open to extension if needed.I met the tenant and did the background check on them, I felt comfortable renting to them THD takes time with approving the property, but they were quick to approve the lease, and they sent me the checks the next day after lease signingMy house is not furnished, and they were ok with that , they actually work with a company that provides furniture for the tenant, and they coordinate the delivery and setup of furniture on the lease start dateOverall I like the experience working with them , but hey today is day #1 (out of a possible 3 months), so I will update this post if anything wrong happens or if I notice any red flags

Quote from @Max Yuan: I am a software guy that got into wholesaling, so it is not like I've been in the industry for decades, but definitely in your shoes last year.1.

"The only thing that gets in the way of a great life is a comfortable life."

I look for locations that I am comfortable with, and look for the best rental yield I can get in that location.