San Fran, San Diego, LA, NYC, Miami) who have chosen to invest in some of these other markets. 

I have traditionally chosen the lowest deductible and pay a higher premium monthly for this, but I wonder if I'm leaving money on the table.

The problem is that they are gambling and if they are inexperienced or under capitalized to meet the obligation in the event of problems... you end up having to foreclose to reacquire a property that is likely poorly maintenanced if not trashed.

We are currently looking at duplexes with 4br 2ba, and it seems that historical utilities combined for these if the owner pays are in the neighborhood of 300-400$ a month.It definitely is a gamble in Northeast Ohio to take the time to install additional meters to pass on the fees to the tenant, but you are right that if it means I have to lower rents to compensate its a wash on income and a negative on the expense I accrued due to metering.

People buying now are gambling that rents will stay high and prices won’t drop , everyone is theoretically gambling.

Otherwise you're literally just gambling, not investing. 

Get on their buyer list.When you have chosen a realtor, get another and another that have reo experience.

There may be other parties that have interest in the property, mortgages, liens, etc.Buying a property with these terms is gambling unless you've done your due diligence.

Topic proposal for the podcast/instagram Live: Buyer Differentiator, and saying No to otherwise good deals that fall outside of your pre-established/chosen niche and real estate identity. 

Land in our area doesn't come up very often, so its a gamble to just hold it and wait.