A system, which uses the internet to deliver time sensitive information, includes an overlay node, having a plurality of overlay nodes, which are used to deliver the time sensitive information. To better characterize the connection between a sending node and a receiving node, the sending node periodically requests each overlay node in the path between the sending node and the receiving node to force a retransmission of a packet, while also forwarding that same packet to the next overlay node. In this way, the delay associated with each link in the path can be quantified and recorded by the receiving node. Based on the observed transmission delays, the receiving node may determine an optimal buffer time. This buffer time is the amount of buffering performed at the receiving node prior to outputting the time sensitive information.