If Olruggio, for some reason, knew about Qifrey's condition without Qifrey being aware of it, it's kind of good? Qifrey will keep being anxious while Olruggio can start researching about it behind his back. The challenge would be keeping it from Qifrey. With that long-ass relationship, they knew each other's tells immediately. With lots of practice, I think Qifrey would know pretty much immediately that Olruggio knows with just a shift of demeanor or expression, so Olruggio really needs to be sneaky for this plan to work.















