Would you provide steps of your report and which fields are in the report apart from these two calculated fields and how do you calculate and second part summary steps to try to test at my end.
1.The Latest Work Info Submit Date =MAX(Work Details.Submit Date)
2.Aged (Days)of Latest Work Info Submit Date: Days to Now Advanced Function of Latest Work Info Submit Date
Purpose of the report: Work Info Submit Date >2 days
Same information you have provided in the above post, in your report these are not the just two columns? Also which formula did you use to calculate "The Latest Work Info Submit Date =MAX(Work Details.Submit Date)". Certain times some functions prevents generating the report? Have you checked the sql of your report and try to run on database and see what it returns.