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No Estimates For Shipping Method Reason: Package exceeds maximum insured value restriction
Explanation: The package price is higher than the maximum set for insurance
Solution: If you wish this shipping method to be available, increase the maximum insured value restriction.

Remediation Steps

Navigate to your shipping method:

Click on the Methods tab.
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Click the Edit button for your the shipping method you want to modify.
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Scroll down (a lot

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Inside the particular shipping method (UPS:Ground in this case), click on the Restrictions Tab.

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At the Restrictions screen, scroll down (way, way down) to the Value Restrictions section. If you wish there to be NO restrictions, then blank out the fields (do not enter zeroes!). If you wish to increase the restriction, then add a higher number.
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Save your changes and retest.