Several studies have demonstrated that meditation naïve subjects can, in just a few weeks, become proficient enough in meditation to show cognitive improvements accompanied with functional and structural changes in the brain. Would long-term exposure to qualitatively different levels of meditative training bring about differences in cognitive processing? Would meditation prior to task performance help separate out these differences? Could the nature of the task influence the findings related to cognitive enhancements? To address these questions, we evaluated cognitive functions in three groups of experienced Vipassana practitioners (Novices: n=22, Mean±SD meditation experience=989±595h; Senior practitioners: 21, 10,510±5313; Teachers: 16, 14,648±9623) who differed in terms of duration and quality of meditative practice. Specifically, we employed "ANGEL" a gamified multilevel oddball paradigm, to assess P3 event-related potentials (ERPs) and associated EEG dynamics-power spectra, event related spectral perturbations (ERSP) and inter-trial coherence (ITC). In order to elicit the state-trait influences of meditation, the cognitive task was performed after the participants had undergone an hour long traditional meditation session. All participants could perform the task well and the gross ERP waveforms were similar for the three groups. As hypothesized, we found distinct state-trait influences of meditation leading to graded differences in P3 EEG dynamics. Specifically, we found reduced theta synchrony, enhanced alpha de-synchrony and lesser theta-alpha coherence in the more proficient meditators. Post hoc analyses revealed several differences between the novice and teacher groups but not as many between novice and seniors suggesting that the senior meditators formed an intermediate group. Our study demonstrates that both quantity and quality of meditation influence EEG dynamics during cognitive processing and that meditation prior to a task can provide additional state-trait effects involved in meeting the specific cognitive demands.