Wicked problems are some of the most challenging in the world. World health, global warming, and the energy challenge are some that quickly come to mind. Wicked problems are problems that do not have right and wrong solutions but rather have degrees of good and bad. These problems can be tamed but never totally conquered. Some may say that dilute pneumatic phase conveying is totally solved but some would indicate that there is a subset that is still a big challenge. Dense phase conveying issues are more wicked than dilute phase conveying issues. One can probably take a closer look at such parameters as size, distribution, shape, abrasiveness, hardness, environmental condition, densities, tackiness, and others and define what properties or conditions cause the conveying problem to turn wicked. Industry is always developing new materials and processes that often lessen our confidence in being able to design conveying systems without problems. More stringent conditions are placed on the system whether it is the change in the character of the material to the size of the system, large or minute. This work will address the general field of pneumatic conveying and explore the character of wickedness and suggest some strategies to tame wicked problems. Previously solved problems will be explored as methods of taming the issues. There are some suggested strategies to tame wicked problems. Most of these involve getting expert teams or groups together and to begin to communicate and discuss and brainstorm.