Did you configure 2008 NTLM to use v1 instead of forcing NTLM v2?
On my 2008/2008 R2 machine I set The LAN Manager Authentication Level to:
Send LM & NLTM – use NTLMv2 session security if negotiated
http://blogs.techrepublic.com.com/networking/?p=577
Hope this helps.
-Geoff