Coming from a development background, John Riley first encountered scrum around 2004, initially attracted to it due to its focus on agility and better project outcomes. Despite an early failure in an agile transformation attempt due to limited understanding and lack of support, he remained interested in Scrum.

Shift to Scrum Master Role: Riley's profound engagement with Scrum began in 2010 while working on a banking application. Impressed by the effectiveness of a scrum environment and inspired by the scrum master of his team, he decided to pursue the scrum master role himself, taking over after the departure of the original scrum master.

Eureka Moment and Evolution in Approach: Riley's approach to scrum evolved significantly after a candid conversation with team members who felt he was too rigid in his methods. This led to his realization that scrum is a flexible framework rather than a strict set of rules, prompting him to adopt a more observational and indirect coaching style.

Advice for Aspiring Scrum Masters: He emphasizes the importance of finding a mentor for guidance and challenges, advocating for a mindset open to learning and adapting. Riley also suggests pairing up with someone experienced to better understand the agile and scrum mindsets.

Book Recommendation and Conclusion: Riley recommends "Drive" by Daniel Pink as a crucial read for scrum masters, highlighting its insights into leadership and motivation. He underscores the importance of intrinsic motivation in the scrum master role.

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