Hey @Will Schmidt , your first point was actually close to what my problem was. Turns out it was an issue with the naming of the field. I had included a special character in the label of the field, which apparently causes the calculation to error out. I suspected this might be the case, I thought perhaps dropdown fields work differently, but apparently they do not. Here's what I was attempting to do: Problem: Cannot calculate based on a custom dropdown field called "What is the impact?" . My calculation was something like: IF(CONTAINS('Critical',What is the impact?),true,false) - but where true and false where other valid expressions for determining the value of the calculated field. Solution: Removing the question mark resolved the problem. A field with a label w/o a special character can be used in the calculation. Conclusion: Assuming now that this is unrelated to dropdown fields specifically, more likely a bug. Dropdown fields should be able to work in calculations just like any other field (assuming everything mentioned on this thread about values, etc.). I've also got a case w/ Workfront support and will ask if there is any special character escaping. Thanks everyone! Austen Harrison Tableau Software