Director of AI & Automation

Visterra Landscape GroupRosemont, IL
$165,000 - $180,000

About The Position

The Director of AI & Automation serves as a strategic and technical leader responsible for advancing Visterra Landscape Group’s automation, artificial intelligence, and process optimization initiatives. This role combines hands-on technical expertise with strategic leadership to design, implement, and scale intelligent solutions that enhance operational efficiency, improve service delivery, and support business growth across the organization. Reporting to the Vice President of Technology, the Director of AI & Automation will partner closely with Operations, Finance, Sales, and other business leaders to identify opportunities for automation, develop scalable AI-driven solutions, and drive enterprise-wide adoption of emerging technologies.

Requirements

  • Bachelor’s degree in Computer Science, Information Systems, Engineering, Data Science, or a related field required.
  • Seven (7) or more years of progressive experience in automation, artificial intelligence, machine learning, enterprise systems engineering, software development, or related technology disciplines.
  • Demonstrated experience designing and implementing enterprise automation solutions, AI-driven applications, and business process optimization initiatives.
  • Extensive hands-on experience with Microsoft Power Platform technologies, including Power Automate, Power Apps, and AI Builder, strongly preferred.
  • Strong proficiency in Python, SQL, API development and integration, and REST/JSON-based services.
  • Experience integrating automation platforms with ERP, CRM, field service management, and other enterprise business systems.
  • Proven ability to translate complex technical solutions into measurable business value and operational improvements.
  • Experience within landscaping, field services, construction, facilities management, logistics, or other multi-location operational environments preferred.
  • Strong analytical, project management, problem-solving, and organizational skills.
  • Excellent communication and presentation skills, with the ability to effectively engage executive leadership and cross-functional stakeholders.
  • Demonstrated ability to lead organizational change and drive adoption of new technologies across diverse business functions.
  • Ability to travel up to 20% as needed to support branch operations, technology implementations, training initiatives, leadership meetings, and other business-related activities.

Nice To Haves

  • Advanced degrees, AI certifications, Microsoft certifications, or other relevant technical credentials are preferred.

Responsibilities

  • Develop and execute Visterra’s enterprise strategy for artificial intelligence, machine learning, workflow automation, and intelligent process improvement.
  • Design, build, implement, and maintain AI-powered solutions, intelligent agents, and automated workflows that improve operational efficiency and eliminate manual processes.
  • Architect scalable solutions utilizing Microsoft Power Platform technologies, including Power Automate, Power Apps, AI Builder, and emerging generative AI tools.
  • Partner with business leaders to identify, prioritize, and deliver automation initiatives that improve productivity, reduce costs, and drive operational performance.
  • Translate complex business challenges into technical requirements and develop innovative solutions that deliver measurable business outcomes.
  • Develop and maintain integrations between automation platforms and core business systems, including Aspire, Acumatica, and other enterprise applications.
  • Collaborate with Analytics and Reporting teams to leverage data assets, predictive modeling, and machine learning capabilities to support business decision-making.
  • Design and implement predictive analytics solutions to identify trends, forecast outcomes, and provide actionable business insights.
  • Establish governance frameworks, security standards, and best practices for AI and automation initiatives to ensure compliance, scalability, and data integrity.
  • Monitor emerging technologies and industry trends to identify opportunities for innovation and competitive advantage.
  • Serve as the primary advisor to executive leadership regarding AI, automation, and digital transformation strategies.
  • Lead cross-functional projects and influence stakeholders across all levels of the organization to drive adoption of automation solutions.
  • Mentor technical team members and promote a culture of innovation, continuous improvement, and technology adoption throughout the organization.
  • Communicate complex technical concepts and analytical findings in a clear and actionable manner for business leaders and non-technical stakeholders.
  • Support strategic technology initiatives and perform other duties as assigned.

Benefits

  • Paid time off
  • Health and wellness coverage
  • 401(k) savings plan
  • Professional development opportunities
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