Andy McCutcheon

Marketing AI Transformation @ Block

SquareCex-Campus Rail Jam Tour - Galvanic Designex-Vacasa

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I’m a growth and lifecycle leader with 8+ years in B2B SaaS, working at the intersection of AI, product, and marketing innovation.

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At Square, I’ve led the design and deployment of AI-powered tools and copilots — including generative platforms, lifecycle automation systems, and workflow assistants that enable 150+ marketers worldwide to scale campaigns, improve efficiency, and deliver measurable impact. Several of these initiatives were showcased to senior leadership as models for AI adoption across the enterprise. My background combines product-like ownership (roadmapping, prototyping, cross-functional execution) with deep expertise in funnel optimization, experimentation, and lifecycle growth. I’ve consistently built and shipped solutions that: Accelerate customer adoption and retention Personalize experiences at scale Bridge the gap between marketing, engineering, and data science I thrive where AI meets growth strategy — helping teams experiment faster, streamline operations, and unlock new levers of revenue growth. My work reflects a passion for building AI-native systems that enhance productivity, drive adoption, and transform how organizations operate.