I'm still attempting to confirm my hypothesis that this problem may be isolated to servers hosted on the same physical Hyper-V host, but certainly at least I've found frequent, though intermittent, cases of attempting to ping some of my servers from some of my other servers, and getting bizarre responses. The standard Windows ping tool will instantly (as in far, far faster than you would expect for a < 1ms reply time) report all four replies, with numbers in the tens of thousands of ms.

Running ping -n 1000 fs1.nisgaa.net > ping-fs1.log completed in about 10-15 seconds.

1. The first line: Reply from 10.3.0.17: bytes=32 time=85546ms TTL=128
2. The next ~450:  Reply from 10.3.0.17: bytes=32 time=63979ms TTL=128
3. The next two:   Reply from 10.3.0.17: bytes=32 time<1ms TTL=128 (these lines actually take a second to spit out, unlike the above, which appear instantly)
4. Next two:       Reply from 10.3.0.17: bytes=32 time=85546ms TTL=128
5. Next two:       Reply from 10.3.0.17: bytes=32 time<1ms TTL=128
6. Next one:       Reply from 10.3.0.17: bytes=32 time=63980ms TTL=128
7. Next five:      Reply from 10.3.0.17: bytes=32 time<1ms TTL=128
8. Next three:     Reply from 10.3.0.17: bytes=32 time=91472ms TTL=128
9. Next ~75:       Reply from 10.3.0.17: bytes=32 time=63980ms TTL=128
0. Next four:      Reply from 10.3.0.17: bytes=32 time<1ms TTL=128
1. Next one:       Reply from 10.3.0.17: bytes=32 time=85546ms TTL=128
2. Next one:       Reply from 10.3.0.17: bytes=32 time<1ms TTL=128
3. Next one:       Reply from 10.3.0.17: bytes=32 time=85546ms TTL=128
4. Next 15:        Reply from 10.3.0.17: bytes=32 time=63980ms TTL=128

And so on, with large, repeating chunks that it claims take minutes, but are reported instantly, followed by a small handful of < 1ms responses, as I would expect.

Any ideas at all what could cause something like this?

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What version of windows? On my PC running windows 7 the ttl = 64. It looks like an error in the ping command. – dbasnett Dec 7 '11 at 19:02
On multiple machines, some XP, some Server 2003, some Server 2008 (not R2). This particular test was done from a Server 2003 machine to a Server 2008 machine. – Benjamin Robert Davidson Dec 7 '11 at 21:50
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Small amounts of time can be very difficult to measure within a VM, as the virtual processors don't run continuously. I wouldn't be at all surprised if the time calculations are being thrown off.

If they're really reported instantly, then measurements of 64 to 85 seconds are clearly wrong.

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