FreeBSD and OpenBSD have little in common with each other under the covers -- both are based on the unencumbered Berkeley Software Distribution circa 1994 (4.4BSD Lite). They have the same code base, but each has had hundreds of thousands of changes since.
A FreeBSD dmesg would not be helpful to diagnose OpenBSD problems.
Unless you have 64-bit specific applications in mind, there won't be significant advantage to amd64 over i386 -- and the i386 environment has some workstation advantages (such as Linux emulation for things like Opera/Flash).
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