The "find someone a number of times" quest is quite common but I can't see a pattern or mechanism that lets you achieve the quest. It seems totally random.
Today was "find Eddie” and the only time I was aware of "finding Eddie " was the "Doctor Eddie " story. But even though that clearly featured Eddie himself, it didn't count towards the quest. However, a heart practice without a mention of Eddie gave me two hits.
Is there a plan or is it just random?