Can you try using the "Command Line" option in the advanced settings of that share?

Or are you already using this for the other share(s) as well?

So by copying it, it uses the exact same settings as the one that works, and I hoped we had overlooked something.
I guess that its not that simple a fix 😞

Can you see anything in the log of ConnectMeNow?
(I know: lots of info there, maybe even hard to see what is happening)

Ok. I tried to do this and it still won't mount.

So we're looking at these two, and the first one is mounted with ConnectMeNow and the second one manually (in this example here)?

//username@minerva.somelocalserver.local/Design%20Art on /Volumes/Design Art (smbfs, nodev, nosuid, mounted by josh)

//username@minerva.somelocalserver.local/Art%20Staff on /Volumes/Art Staff (smbfs, nodev, nosuid, mounted by josh)

Same server, samer user ... yet "Art Staff" doesn't mount.

Just an idea, to test and see if we missed something in ConnectMeNow:

1. Disable the share that doesn't work (Art Staff)

2. Find the one that work (Design Art) in the list of shares and select it (in ConnectMeNow).

3. Click the "Copy" button

4. in the copied version -only- change the path to "Art Staff" (without the quotes)

Try again if this one works.

If this works then something is "off" with the one you had defined before.
If this does not work, then something is "off" possibly on the server.

Let me know if this works, I'd be more than happy to see if we can get to the bottom of this 😊 

//username@minerva.somelocalserver.local/Production%20Art on /Volumes/Production Art (smbfs, nodev, nosuid, mounted by josh) 
//username@minerva.somelocalserver.local/Design%20Art on /Volumes/Design Art (smbfs, nodev, nosuid, mounted by josh)
//username@minerva.somelocalserver.local/Recent%20Downloads on /Volumes/Recent Downloads (smbfs, nodev, nosuid, mounted by josh)
//username@io.somelocalserver.local/Sales on /Volumes/Sales (smbfs, nodev, nosuid, mounted by josh)
//username@minerva.somelocalserver.local/Accurio on /Volumes/Accurio (smbfs, nodev, nosuid, read-only, mounted by josh)
//username@minerva.somelocalserver.local/Art%20Staff on /Volumes/Art Staff (smbfs, nodev, nosuid, mounted by josh)

Can you mount the one that works with ConnectMeNow, and the one that doesn't work manually, and then run "mount" in Terminal and show it's output?

You should see lines like this one

//username@192.168.1.100/SomeSharename on /Volumes/SomeSharename (smbfs, nodev, nosuid, mounted by hans)

I'd be interested in seeing the difference - maybe that can reveal what the issue may be.

The same exact setup on another Mac works just fine. It's very odd.

sorry to hear you're running into issue.

Can you provide more info on the type of connection, the settings you've used, etc?
It would be helpful to see the difference compared to those that do work.
Also, the output of the "mount" command in Terminal may be helpful when the user mounted the share manually 😊 

Note: modify the info if needed. Eg. change username/password if somehow displayed.