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Envy is an emotion capable of producing distorted perceptions and cognitions. Intense envy is associated with adverse states such as shame, depression, inferiority, isolation, anxiety, paranoia, and even violent criminal behavior. The false logic of envy asserts that one has an unfavorable disadvantage, while obscuring the relative nature of advantage, so that the other appears enhanced while one feels diminished. This position generates resentment toward the other. There may come a point at which the envious person's goal is to harm the other's ability to enjoy the perceived advantages—the wish to destroy goodness as formulated by Melanie Klein. The psychodynamics are discussed by which destructive envy produces or enhances a persecutory mindset and desire for revenge so powerful that lethal violence is chosen as an option. The concepts of obliterative envy and pseudo-spiritual transformation are introduced, and forensic case examples are used to demonstrate how envy produces persecutory cognitions and facilitates the desire to “obliterate” what is perceived as an unjust, intolerable reality. This psychodynamic process follows an instructive pattern that may benefit forensic and other clinical mental health professionals, as well as practitioners of the increasingly recognized specialty of threat assessment and violence risk mitigation. To this end, the proximal and distal risk indicators of the Terrorist Radicalization Assessment Protocol (TRAP-18), a validated structured professional judgment instrument for assessing the risk of lone actor terrorist attacks, are identified that correlate with the stages of progression toward obliterative envy and pseudo-spiritual transformation.