A senior leader at a nonprofit was feeling overwhelmed by the demands of her team and her role. During our coaching sessions, she realized how her tendency to please people (something she was already aware of in her personal life) was getting in the way of having necessary conversations with both her team and her manager. We ventured to understand what triggered her to “people please”, then updated some of her own beliefs and values, and developed a plan to help her counter this automatism that was not serving her anymore. She grew in confidence as a leader and as a result her fundraising team improved their output. Furthermore, she also saw a marked improvement in this issue outside of work.