# RR Donnelley — VP, AI & Software Engineering - Generated: 2026-08-28 11:02:37 PM EDT - Original/canonical posting: https://www.indeed.com/viewjob?jk=920043897ff349b8 - Provider: Indeed (canonical candidate URL), corroborated against the current mirrored RRD posting - Indeed job key: 920043897ff349b8 - Posting date: 2026-08-28 (exact posting time not disclosed) - Elapsed since posting: Less than one day at generation time; exact elapsed unavailable - Applicants: Not disclosed - Work model/location: Remote — Chicago, Illinois / United States; role-specific remote designation (#LI-Remote) - Employment type: Full time - Compensation: $172,400–$275,800 per year; bonus, commission, or incentive program may apply - Travel: Not disclosed - Positioning track: Executive leader - Fit outcome: PASS — 93% - Keyword diagnostic: 13 of 14 central concepts represented (92.9%); no unsupported enterprise-wide OpEx/CapEx ownership claim - Original JD posting: https://www.indeed.com/viewjob?jk=920043897ff349b8 - Archived JD capture: https://files.keithsteward.com/RR_Donnelley/Keith_Steward_VP_AI_Software_Engineering_920043897ff349b8_JD_capture.md ## Direct-match strengths Keith has direct and outcome-backed evidence in AI-native engineering practices, production agentic and GenAI systems, distributed engineering leadership, application and data modernization, API/cloud architecture, engineering standards, responsible-AI governance, executive advisory, hiring and talent development, and measurable delivery. His prior VP role, founder-level accountability, management of teams up to 24, and 25+ years of technical leadership align with the role's level. ## Hard or material gaps No hard gap. The strongest caveat is that source evidence supports budget planning, funding, risk, vendor, cloud-cost, and operating accountability, but does not quantify enterprise-scale OpEx/CapEx ownership. Travel and applicant count are not disclosed. ## Evidence map 1. AI-assisted and agentic SDLC — 3/3, essential: More than half of AssistX code produced through AI-assisted engineering; production AI agents, guardrails, RAG, evaluation, and orchestration. 2. Enterprise application modernization — 3/3, essential: Modernized 11 legacy ERP data environments at TriMark; delivered cloud-native enterprise platforms at MassMutual and NorthBay. 3. AI-powered business solutions — 3/3, essential: Production GenAI platform with 70+ automations across 20+ workflows and measurable acceleration. 4. Engineering standards, architecture, and governance — 3/3, essential: Architecture and CI/CD standards, responsible-AI governance, security patterns, model oversight, and AWS field practices. 5. Engineering operating-model evolution — 3/3, essential: Built distributed teams and practices across IDW, NorthBay, SuccessKPI, AWS communities, and enterprise transformations. 6. Managers, staff, hiring, and distributed-team leadership — 3/3, essential: Direct leadership up to 24; documented manager-of-managers experience and distributed hiring/development. 7. Financial discipline and OpEx/CapEx — 2/3, essential: Budget planning, funding, vendor and cloud-cost accountability are direct; quantified enterprise OpEx/CapEx scale is not documented. 8. Executive partnership and business outcomes — 3/3, important: CEO-approved initiatives, C-level reporting, 200+ enterprise advisory engagements, 60x reporting improvement, and 90% workflow automation. 9. Technical tenure and education — 3/3, important: 25+ years in AI/software leadership and a Ph.D., exceeding the preferred degree requirement. Weighted score: 64/69 = 92.8%, rounded to 93%. ## Artifact metadata - Resume: https://files.keithsteward.com/RR_Donnelley/Keith_Steward_VP_AI_Software_Engineering_920043897ff349b8_Resume.pdf - Cover letter: https://files.keithsteward.com/RR_Donnelley/Keith_Steward_VP_AI_Software_Engineering_920043897ff349b8_Cover_Letter.pdf - Google Drive used: No - Validation status: Passed local content, ATS extraction, page-size, margin-boundary, hyperlink, visual-layout, artifact, and public-link checks. ## Full normalized job description ## Company description RRD provides marketing, packaging, print, and business services to major global brands, including 92% of the Fortune 100. Its proprietary technology, analytics, and operating footprint span 30 countries and more than 35,000 employees. ## Role mission The Vice President of AI & Software Engineering will lead the transformation from a traditional software engineering model to an AI-native organization built on modern engineering practices and intelligent automation. The leader will transform how RRD engineers software through AI-assisted and agentic development while building AI-powered business solutions. As a strategic partner to the SVP of Digital Strategy, the role will help define technology vision, engineering practices, AI strategy, governance, investment priorities, disciplined execution, operational excellence, and financial stewardship. ## Key responsibilities ### AI-native software engineering - Define and lead AI adoption across the software development lifecycle, combining human expertise with AI-assisted definition, design, development, and delivery. - Maintain awareness of the evolving AI engineering landscape and adapt practices, principles, and investments. - Establish measurable approaches for AI's impact on developer productivity, software quality, reliability, and speed. - Ensure autonomous agents operate within guardrails and modernization standards. - Architect applications and infrastructure to be agent-ready. ### AI solution engineering and innovation - Build organizational capability for AI-powered business solutions including agentic applications, assistants, workflow automation, and operations optimization. - Establish integration patterns spanning platforms, APIs, enterprise data, security, and observability. - Evaluate technologies based on business value, implementation reality, cost, and risk. - Create an idea-to-production model for production-grade solutions. - Guide build, buy, partner, and platform decisions. ### Modern software and platform engineering - Advise senior business and technology leaders on the enterprise roadmap, engineering strategy, and architecture. - Advance modular, API-first, composable patterns. - Steward legacy platforms and decide where to modernize, re-architect, or retain. - Optimize codebases, environments, and data-access layers for safe human and autonomous development. ### Strategic talent and delivery models - Shape the mix of internal talent, partners, outsourcing, and augmentation. - Develop engineering capabilities and help existing talent grow as practices evolve. - Identify capability gaps and execute focused hiring strategies. - Design support and sourcing models that improve reliability and efficiency through automation and AI. ### Financial discipline and investment management - Manage the department budget with transparency and precision. - Evaluate investments against business and engineering outcomes. - Improve cost through automation, productivity, architecture, application rationalization, vendor management, and cloud/AI unit economics. - Manage OpEx and CapEx while tying engineering milestones to financial and business outcomes. ## Qualifications - Bachelor's degree in business, computer science, information systems, industrial management, engineering, or related field preferred. - 10–14 years of technical experience with 4–6 years directly managing managers and staff, or comparable experience. - Enterprise application modernization from legacy and monolithic systems toward modular, API-first, cloud-ready architecture. - Deep understanding of AI software engineering, including AI-assisted and agentic approaches across the SDLC. - Experience establishing engineering standards, architecture principles, and governance. - Experience evolving engineering operating models across established technology organizations. - Strong OpEx/CapEx background and ability to connect technical milestones to financial outcomes. - Ability to solve complex and ambiguous problems collaboratively, communicate across organizational levels, build geographically distributed high-performing teams, and drive business objectives. ## Additional information RRD's salary range is $172,400–$275,800 per year, subject to geography and candidate factors. Total compensation may include bonus, commission, or incentive programs. The listing includes the role-specific designations #LI-MY1 and #LI-Remote. Offers require a background and drug screen.