EPISODE · Mar 30, 2026 · 35 MIN
The Power of Reps with Simon Hilton: Why the Speed of Shipping is the New Metric for Career Growth
from Behind the Teams · host Nicole How
In this episode of Behind the Teams, I sit down with Simon Hilton, the Head of AI Products at MYOB, to explore the intersection of leadership, team dynamics and the rapid evolution of technology. Simon shares his career mission of building great teams that build great products, emphasising that a high-performing team is the fundamental requirement for software success.The conversation dives deep into:The Leadership "Middle Ground": Simon describes his style as a balance between top-down direction and total autonomy, focusing on creating space for talent while maintaining strict accountability for results.The Kitchen Metaphor: A unique look at organisational strategy, comparing "McDonald’s style" teams that follow strict processes to "hatted restaurant" teams that innovate and solve complex problems.AI and the "Team of One": How AI is shifting roles from technical execution to managerial oversight, allowing individuals to manage "parallel agents" to ship products faster than ever before.The Future of Career Growth: Why "getting your reps in" through AI-enabled shipping can compress years of traditional experience into a much shorter timeframe.
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