This sounds like it could be logistically challenging and easy to abuse.
Probably the best thing would to simply dual-box, leave the secondary idle in the background (use the low fps command to save the limited performance hit), and when you get inspiration toggle to the other window (will need a 2nd account), do the quick check, and you're done. What you're asking for overall seems like it would ask for things that would take a bit of an effort to script and the next thing people would then ask to be added to it would be "well, how much Longer until it's available" and "can I make an in-game timer Macro?" which will both go bust when the original person decides to play that character, resetting the timers.