Hi Ryan
Its not really clear where your at with the MAX31855 so excuse me if the following is not relevant, incidentally I don't have a MAX31855 so no idea if this works, but it looks promising.
Webiopi does not have a driver out of the box for the MAX31855 thermocouple amplifier however, Marc St-Cyr did write a driver here:
You could try that, if you read the whole post it appears that its best to get the sensor working with the adafruit driver first to confirm that it functions correctly
(which you may have done already) see the file on the post Max31855-Test.py then install Marc's driver files for webiopi
max31855X.py and __init__.py into the WebIOPi-0-7.0/python/webiopi/devices/sensor
Then reinstall webiopi by entering the following command in the ssh console : sudo ./setup.sh skip-apt
You should then see the sensor in the devices-monitor
Hope that's helpful to you
Toshi