Going Around in Circles is a phrase that is used to describe a situation where someone is stuck in a repetitive cycle and unable to make progress. The two crossword solutions, ITINERANT and LOST, both describe this situation. ITINERANT means to travel from place to place, often without a fixed destination, which can be seen as a metaphor for being stuck in a cycle. LOST implies a lack of direction or purpose, which is also indicative of being stuck in a cycle.