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[Remote] VP, AI & Software Engineering

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. RRD provides marketing, packaging, print, and business services supported by proprietary technology and advanced data analytics. The Vice President of AI & Software Engineering will lead the transformation to an AI-native engineering organization, driving AI-assisted software development, AI-powered business solutions, modern platform engineering, talent strategy, governance, and disciplined technology investment.

Responsibilities

  • Define and lead the adoption of AI across the software development lifecycle, establishing new engineering practices that combine human expertise with AI-assisted definition, design, development, and delivery
  • Maintain a strong understanding of the rapidly evolving AI engineering landscape and continually adapt engineering practices, principles, and investment priorities as capabilities mature
  • Establish measurable approaches for evaluating the impact of AI on developer productivity, software quality and reliability, and overall speed of delivery
  • Ensure autonomous engineering agents operate within defined guardrails and modernization standards so generated code aligns with production and architectural expectations from the outset
  • Architect applications and infrastructure to be “agent-ready”, systematically removing friction so automated workflows have increasingly higher-quality results over time
  • Build the organizational capability to design, develop, and operate AI-powered business solutions, including agentic applications, AI assistants, workflow automation, and operations optimization tools
  • Establish practical patterns for integrating AI capabilities into enterprise applications and workflows, including the platforms, APIs, enterprise data, security, and observability required to operate them effectively
  • Establish rigorous practices for evaluating AI technologies and solutions based on business value, implementation reality, cost, and risk
  • Create an engineering model that supports our idea-to-production pipeline, providing a disciplined path for moving successful concepts into production-grade solutions
  • Provide technical leadership on emerging AI technologies and vendors, separating realistic business value from market hype and informing build, buy, partner, and platform decisions
  • Serve as a key advisor to the SVP of Digital Strategy and other business and technology leaders, helping define and adapt the enterprise technology roadmap, engineering strategy, and architectural vision
  • Advance modular, API-first, and composable engineering patterns that support rapid business delivery and seamless AI integration
  • Maintain responsible stewardship of core legacy platforms, making deliberate investment decisions about where to modernize, re-architect, or retain
  • Systematically optimize codebases, environments, and data access layers so autonomous tools and human teams can develop software safely and efficiently
  • Shape the right mix of internal engineering talent, strategic partners, outsourcing, and augmentation for an AI-native organization
  • Build and continuously develop the capabilities of the engineering organization, creating opportunities for existing talent to grow and succeed as software engineering practices and technologies evolve
  • Identify emerging capability gaps and execute focused hiring strategies that bring critical engineering expertise into the organization
  • Design and oversee effective support and sourcing models that maintain reliability while increasingly using automation and AI to improve efficiency
  • Maintain excellence in financial discipline, managing the department budget with transparency and precision
  • Evaluate technology investments based on measurable business and engineering outcomes rather than technology adoption alone
  • Identify cost improvement opportunities through automation, engineering productivity, architectural efficiencies, application rationalization, optimized vendor management, and active management of cloud and AI unit economics
  • Manage OpEx/CapEx effectively, connecting technology investments and engineering milestones to measurable financial and business outcomes

Skills

  • 10-14 years of technical experience with 4-6 years of direct management of staff (managers and staff) OR demonstrated ability to meet the job requirements through a comparable number of years of applicable work experience
  • Demonstrated experience leading enterprise application modernization, including the evolution of legacy and monolithic systems toward modular, API-first, cloud-ready architectures
  • Deep understanding of the AI software engineering landscape, with experience applying AI-assisted and agentic approaches across the software development lifecycle
  • Demonstrated ability to establish and evolve engineering standards, architecture principles, and governance
  • Experience leading the evolution of engineering operating models and practices across established technology organizations
  • Strong background in OpEx/CapEx management and the ability to tie technical milestones to financial outcomes
  • Able to consistently contribute effort, leadership, and creative thinking to solving complex and significant problems in a collaborative fashion
  • Must be able to demonstrate an ability to work concurrently on multiple complex and sometimes ambiguous problems
  • Able to communicate complex concepts, problems, and solutions clearly and effectively to all levels within the organization
  • Exceptional leadership abilities with a track record of building, managing, and motivating high-performing teams that are geographically distributed
  • Strong business acumen and ability to understand and drive business objectives
  • Strong organizational skills, including the ability to perform well under pressure and manage multiple priorities with competing demands for resources
  • Requires excellent communication skills with all levels of audience. Able to structure messages in keeping with the listener's experience, background, and expectations
  • Bachelors Degree in Business, Computer Science, Information Systems, Industrial Management, Engineering, or related field, preferred

Benefits

  • Medical coverage
  • Dental coverage
  • Vision coverage
  • Paid time off
  • Disability insurance
  • 401(k) with company match
  • Life insurance
  • Other voluntary supplemental insurance coverages
  • Parental leave
  • Adoption assistance
  • Tuition assistance
  • Employer/partner discounts
  • Depending on the role, participation in a bonus, commission or incentive program
  • Remote work

Company Overview

  • RRD provides a complete portfolio of marketing, packaging, print and business services to the world’s most respected brands, including 92% of the Fortune 100. It was founded in 1864, and is headquartered in Chicago, Illinois, USA, with a workforce of 10001+ employees. Its website is https://www.rrd.com/.
  • Company H1B Sponsorship

  • RRD has a track record of offering H1B sponsorships, with 1 in 2026, 24 in 2025, 12 in 2024, 1 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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