Symptom
Though your Windows user "Full name" matches your Name on Mac OS X Server, attempted SMB connections to the server from the Windows client fail.
Solution
Connect to the server using your Short Name as defined in your user profile in Mac OS X Server (see Figure 1).
Figure 1 Windows user information (left) and Mac OS X Server user information (right)
In Figure 1, the Windows "User Name" is not the same as the Mac OS X Server Short Name. Even though the user's Windows "Full name" matches his Mac OS X Server Name, he is unable to connect. He would need to change his Windows "User name" to "jacobb" to match the Mac OS X Server Short Name.