Ingratiate/ɪnˈɡreɪʃieɪt/ Definition 1 of 1Pro Tip 1/3Context Sensitive Ingratiate is often used when someone's effort to please is very noticeable. She tried to ingratiate herself with the judges by complimenting them. Pro Tip 2/3Possibly Negative Ingratiate may suggest trying too hard in a way that appears insincere. His attempts to ingratiate himself with the celebrity seemed desperate. Pro Tip 3/3Power Dynamics Used when someone tries gaining favor with someone more powerful or influential. The intern tried to ingratiate himself with the senior managers.