[nchen99]

I have generally had little trouble using my Macbook Pro to deploy code to the cRIO since FRC Java was released last year. The only drawbacks are that the cRIO imaging tool and Driver Station are Windows-only, but we run both from the Classmate. If your team competed in a regional this year, they had the correct cRIO image (v28 required to pass Inspection).

You need to set your Mac to a static IP address of 10.XX.YY.Z where:
XX are the first 2 digits of your team's number
YY are the last 2 digits of your team's number
Z is a number greater than 6 (so you don't conflict with static IP addressess of the cRIO, radio, DS, etc.)
Subnet Mask should be 255.0.0.0 (although you seem to have this part right)

To check if you're connected to the cRIO, open Terminal and type:
ping 10.XX.YY.2 (IP address of the cRIO if imaged correctly)
where XX.YY is your team number

You also need to set your Team # in Netbeans:
Netbeans --> Preferences --> FRC Configuration tab --> Fill in the Team Number box

Good luck and hope this helps!