Have you noticed whether you're worse at Connections on days with wordplay categories versus straight semantic ones? That's usually where people hit a wall - it's not that you're bad at spotting themes, it's that some puzzles genuinely rely on puns or obscure associations that have nothing to do with logical thinking. The previous answers nailed it about the feedback problem, but here's something practical: before you start grouping, spend two minutes writing down what each word *could* mean in slang, as a verb, as an acronym, or as part of a phrase - not just its obvious definition. I catch way more lateral connections that way because the intended category often sits in that "secondary meaning" space rather than the primary one.