Hi @adamr58884861 and @cverges-medallia,
I invite you to consider our UberTimesheet solution as an alternative. In our most recent release, we added a "Hover for descriptions" (on Projects, Tasks, and Issues) feature to help users report time accurately which could accomplish something similar to your requirement; but if you prefer, we could add specific columns for your custom data of interest -- and could even hook them in to our existing Quick Filter feature to help users find and focus on only those items that match. Happy to discuss further via doug.denhoed@atappstore.com.
Regards,
Doug