It has recently been demonstrated with Monte Carlo studies that combining the well-known Y-splitter and trimming techniques gives rise to important gains in the signal significance achievable for boosted electroweak boson tagging at high p t . Here we carry out analytical calculations that explain these findings from first principles of QCD both for grooming via trimming and via the modified mass-drop tagger (mMDT). We also suggest modifications to Y-splitter itself, which result in great simplifications to the analytical results both for pure Y-splitter as well as its combination with general grooming methods. The modifications also lead to further performance gains, while making the results largely independent of choice of groomer. We discuss the implications of these findings in the broader context of optimal methods for boosted object studies at hadron colliders.