The article discusses the author's struggles with motivation and discipline as a life and productivity coach.The author conducted a proof of concept using Generative AI, specifically Anthropic’s Claude.The objectives of the proof-of-concept included evaluating performance against coaching standards and analyzing motivational patterns.The AI coach, Claude, engaged in a session with the author where they explored factors influencing motivation for different tasks.The author found limitations in Claude's ability to delve into personal profiles and use coaching session models.Despite some shortcomings, the proof-of-concept helped the author reacquaint with coaching competencies and consider pursuing coaching credentials.The author expressed concerns about AI coaches not utilizing insights from past sessions as human coaches would.Future plans include working with additional AI coach personas and assessing their value in coaching different aspects of life.The author seeks feedback on experiences with AI coaches and their value in personal development.