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Eric J. Gillespie (Founder @ O'Castle)

Eric Gillespie is the Founder of O’Castle and brings nearly two decades of experience helping small, medium, and enterprise global clients across a wide variety of industries and verticals improve customer retention and drive account expansion. Over his career, Eric has designed and executed customer growth programs that have achieved results such as increasing client retention rates by up to 35%, expanding average customer revenue by 40%, and building systems that unlocked millions in untapped account growth opportunities. His work blends strategy with execution, enabling businesses to reduce churn, strengthen relationships, and scale revenue sustainably from their existing customer base.

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Software as a Service

Why SaaS Growth Lives or Dies by Retention & Expansion

August 18, 2025 Eric J. Gillespie (Founder @ O'Castle) Comments Off on Why SaaS Growth Lives or Dies by Retention & Expansion

Not long ago, I sat with the CEO of a growing SaaS company. Their team had just hit a major milestone — crossing $10M ARR. Champagne was popped, the board was happy, and their acquisition engine was humming. But then the numbers told another story.Despite impressive new sign-ups, revenue growth had flattened. Churn was quietly […]

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