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Head of Machine Learning and AI

Gusto

$222,000 - $299,000
Aug 13, 2025
Denver, CO, US • San Francisco, CA, US • New York, NY, US • Atlanta, GA, US • Austin, TX, US • Chicago, IL, US • Seattle, WA, US • Los Angeles, CA, US
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Gusto is seeking a strategic Head of Machine Learning and AI to lead a newly carved out function and improve customer experiences and operations through ML/AI use cases.

Requirements

  • Strong expertise in machine learning techniques, statistical modeling, and AI technologies, with hands-on experience in deploying models at scale
  • Strong software engineering literacy and able to lead and grow a technical team of Machine Learning Engineers
  • Deep understanding of ML operations (MLOps) practices, including model monitoring, retraining, and lifecycle management.
  • Experience in risk modeling or working within regulated environments is a plus.
  • Experience with the Fintech industry or risk management domain is a plus
  • Advanced degree in computer science, data science, machine learning, or a related field is a plus
  • Strong expertise in machine learning frameworks and tools

Responsibilities

  • Oversee the design, development, and deployment of machine learning models and AI solutions that address key business challenges.
  • Collaborate closely with the ML Engineering Platform and AI Platform teams to ensure seamless integration and deployment of models into production environments.
  • Drive the adoption of best practices in model development, including monitoring, retraining, and ensuring compliance with relevant ethical and regulatory guidelines.
  • Establish KPIs and metrics to track the performance and business impact of ML solutions, reporting regularly to senior leadership.
  • Work with the AI Platform team to stay abreast of the latest developments in machine learning and artificial intelligence, ensuring the company remains at the cutting edge of innovation.
  • Lead, manage, and mentor both the Applied ML/AI and Risk Data Science teams, fostering a culture of innovation, collaboration, and continuous learning.
  • Partner with key stakeholders across product, engineering, and business units to identify opportunities for ML/AI-driven improvements and innovations.

Other

  • 8+ years of experience leading teams in applied machine learning, AI, or data science roles, with a track record of delivering impactful software solutions.
  • Excellent leadership and people management skills, with the ability to inspire and grow high-performing teams.
  • Strong collaboration and communication skills, with experience working closely with engineering, product, and business teams to deliver end-to-end solutions.
  • Strategic thinker with a business-first mindset, able to build a vision for the future that inspires.
  • Passion for responsible AI practices and a commitment to ethical AI development.
  • Excellent communication skills, with the ability to present complex technical ideas to both technical and non-technical stakeholders.
  • Ability to work from the office on designated days approximately 2-3 days per week (or more depending on role)