@Brian Burke  one big variable owning that many homes in Tornado and convective activity central is not if but when 300 of your houses get hit with a massive hail storm.. and you have to pay your deductible to replace all those roofs  LOL and if you have that kind of portfolio you usually go for high deductible like 5k... that right there could wipe you out.

if your sellers are telling OH no worry about foundations or no worry about hail and wind.. then you know to think twice...

What caused the damage (wind, hail, fire, etc..) and is that a covered peril (cause of loss) in the policy?  

@Tim Roberts I can send you some examples of multistate portfolios I have done for investors in the last few months.I think you will find there are very competitive insurance programs for the CA properties, but they are only available for CA properties.IL & CO are a little easier to combine onto 1 policy while keeping the premium competative, but the hail and wind issues in CO may make sense to break them out again into separate policies.

I have a property in Kellar and the property management company informed me that a hail storm had damaged the roof. 

It is in addition to your standard insurance, wind and hail, ect..  

Hail is much more likely than a tornado, so I'd also recommend full replacement coverage on the roof.

I thought I was in the homestretch but as we reached the final item to check off the list, hail damage, we found out the insurance and HOA is in dispute and the HOA is not giving my lender what they need to proceed--assurance that they have funds to cover the damage or what the  cost of repair is.

It had extensive hail damage.

If the HVAC roof top unit gets hammered with hail, who repairs it?