My talk delivered at the UK Test Management Forum on 2015-07-29. http://uktmf.com/?q=node/5283 As a test manager I don't test as much as I'd like to so I try to find ways to stay loose and ready for those occasions where I get the chance. In this talk I'll describe one activity based on joking that I think can fit the bill. How? Well, the punchline for a joke could be a violation of some expectation, the exposure of some ambiguity, an observation that no one else has made, or just making a surprising connection. Jokes can make you think and then laugh. But they don't always work. Does that sound familiar? It started with the weekly caption competition at Linguamatics where I noticed parallels in my approach to it and testing. For instance, I might take each of the key entities in the picture and "factor" them - generate a list of features, related concepts, synonyms and so on. In testing I might then look for overlapping factors for potentially interesting test ideas, in the quest for a caption I might try to use the same approach to find an ambiguity and hence a joke. Doing this, I've found analogies between joking and concepts from testing such as oracles, heuristics, factoring, stopping strategies, bug advocacy and the possibility that a bug, today, in this context might not be one tomorrow or in another. I'm interested to find out from the audience what things they "just do" that they feel helps them.