This chapter delves into the intricacies of grappling, focusing on techniques like guillotines and anaconda chokes while sharing anecdotes from training sessions with skilled partners. The conversation also highlights the psychological challenges of combat sports, including ego, competition, and the evolving dynamics of training as one ages. Humorously reflecting on the jiu-jitsu community, the chapter captures the camaraderie, personal vulnerabilities, and the importance of technique in both gi and no-gi styles.