Maybe I'll make a policy to schedule all our leases to end in a spring/summer month range. 

Your primary strategy should be to have the Contractor and all Subcontractors add you to their insurance policy as Additional Insured. 

How would an umbrella policy protect against a security deposit related claim?

As the new owner, you’ll want the lease and your landlord insurance policy to take effect as soon as you take title to the property.Temporary Lease Considerations:While short-term leases can work well, leasing to a seller long-term often leads to complications.

If they are VERY professional, they will have their processes in writing as verification that policies are enforced equally and fairly by their entire staff.6.

Typically, co-op's are less valuable than condos for a number of reasons such as supply/demand, lack of investor interest, older units, estate planning issues, financing and board policies. 

Areas with expanding industries, infrastructure projects, and business-friendly policies tend to offer the best long-term ROI.Curious to hear—have you or your investors had particular success in any specific markets with this strategy?

As an investor - if I was putting $125k down I would want title in my name and a clear title policy - so that is where I would have the issue. 

Assuming you don't have a mortgage that requires a certain level of insurance, you can get a stop-loss policy covering all the properties. 

The landlord should be named on the tenant's insurance policy for additional protection and to assist with tracking compliance.