An approach for mitigating network connection problems when a first computing device is unable to connect to a remote resource is described. A second computing device receives a request for diagnostic testing over a second network from the first computing device. The second computing device performs diagnostic tests on a data path to a desired remote resource. The second computing device sends over the second network, results from the diagnostic tests regarding the data path connectivity to the first device that is unable to connect to desired remote resource. The results are analyzed to determine the location of network connectivity failure.