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Strategic Head of AI and ML at Gusto

Student-Friendly Entry-Level
Company

Gusto

Location

toronto, Canada

Posted

June 05, 2026

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About This Opportunity

Lead Gusto’s AI and Machine Learning initiatives from a strategic vantage point, combining engineering prowess with leadership in Denver, San Francisco, or New York. Drive impactful AI/ML systems for small business growth.
As the Head of AI and Machine Learning Engineering at Gusto, you will play a pivotal role in shaping the company’s AI and ML strategy. This senior leadership position requires over ten years of experience in applied machine learning or data science. Your expertise will unify classical ML and GenAI, guiding teams towards impactful customer solutions through end-to-end AI/ML systems.
Key Responsibilities:
• Lead AI/Machine Learning Engineering organization and initiatives
• Define Gusto’s AI/ML systems strategy and execution
• Collaborate with senior leaders to identify meaningful AI/ML opportunities
• Shape AI-native product development and internal systems
• Enhance AI/ML platform capabilities and self-service tools
Requirements:
• 10+ year...