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NDKTCPIP: Send.exe test utility stalls

Part Number: NDKTCPIP
Other Parts Discussed in Thread: TM4C1294NCZAD

Hello,

I am trying to communicate with my custom board that is running the enet_tcpecho_server_tirtos NDK example program. I want to use the send executable in the winapps folder to figure out the communication speed/bandwidth. However, I am running into an issue when I run the send executable, where it stalls on the 25th send (see screenshot below). What is the most likely issue here? I tried increasing the max heap size on my target application, as well as increasing buffer size in the example program, but to no avail.