Operation Pavutina, carried out on June 1, 2025, by Ukrainian intelligence services, primarily the Security Service of Ukraine (SBU), marked a turning point in the Russo-Ukrainian conflict. It illustrated Ukraine’s growing capacity to conduct complex asymmetric warfare operations and strike deep into Russian territory. This operation inflicted considerable material and psychological damage on Russia, calling into question its air defense posture and strategic depth. Strategically, the operation temporarily diminished Russia’s long-range strike capabilities, significantly boosted Ukrainian morale, provoked internal criticism within Russia of its security apparatus, and potentially influenced the ongoing peace negotiations. It also sheds light on the evolution of drone warfare and the vulnerability of conventional military assets to low-cost, high-impact asymmetric attacks.