On June 1, 2025, Ukraine’s Security Service (SBU) executed Operation “Web,” the largest long-range drone strike of the Russo-Ukraine War to date. The combination of ATR and FPV control enabled precise kinetic strikes before Russian air defenses could react, demonstrating Ukraine’s ability to project unmanned systems deep into Russian territory. For Ukraine, Operation “Web” exemplifies an evolved drone warfare doctrine: blending extended operational planning with technical innovation in containerized UAS teams. Operation “Web” occurred just weeks before scheduled peace talks in Istanbul, potentially aimed at strengthening Ukraine’s negotiating position. The “Web” operation also signals to other actors—state and non-state—that even rear areas once deemed secure are now vulnerable to deep-strike drone tactics.