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Connectivity lost between 2 WAN sites

I have 2 WAN sites that lose their connection with each other daily.  We have discoverd a strange way to temporarily "fix" the problem. When site 'A' tries to ping an IP address at site 'B' it times out, but when site 'B' pings an IP address at site 'A' it times out once and then connects without a problem. After 'B' pings 'A' everyone can connect to both sites and all is well for the next 24 hours.
Each site consists of one DC that also functions as a file server and 3 - 10 workstations.  Both servers have a static route to the other, and so do the workstations.

The servers are all running Windows server 2008 r2.
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Senthil Kumar
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what kind of router being used for site to site connectivity. Post your connectivity details.
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abaskett

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We have a Cisco ASA at each WAN site and one here at the main office. The sites are using DSL and a VPN tunnel.
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Senthil Kumar
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Thanks! I'll check it out. It might take me a while to post my results, I'm out all next week.
Thank you!