Vice President, AI Strategy and Enablement

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Vice President, AI Strategy and Enablement

Vice President, AI Strategy and Enablement

Fully Remote

RSI is seeking a hands‑on, business‑minded AI leader to create and execute RSI’s enterprise AI strategy, reporting directly to the CEO. This role will identify and deliver AI‑driven efficiencies across software development, delivery/implementation, and business operations, while establishing pragmatic governance and standards that align with public‑sector expectations (security, auditability, and data handling).

This leader will be accountable for:

• Defining RSI’s AI vision and roadmap
• Establishing responsible AI usage guidelines and guardrails
• Deploying AI tools and workflow redesign that measurably improves throughput, quality, and cost
• Leading cross‑functional change management to drive real adoption—from executives to individual developers and delivery teams

The ideal candidate combines executive communication skills with the credibility to work directly with engineers, implementation teams, and operational leaders to redesign how work gets done.

• AI Strategy & Value Realization: opportunity identification, prioritization, ROI modeling
• Workflow & Process Reengineering: mapping current state ? future state, eliminating waste
• Tooling & Enablement: selecting tools, designing playbooks, training, driving adoption
• Communication & Influence: able to align executives and frontline teams, manage resistance constructively

• Develop RSI’s AI strategy aligned to company objectives: faster product modernization and development, increased delivery efficiency, improved supportability, and reduced cost‑to‑serve.
• Create and maintain a 6‑12‑24 month AI roadmap across engineering, delivery, and business operations, with clear milestones and measurable outcomes.
• Establish an ROI model and prioritize initiatives using value, feasibility, risk, and time‑to‑impact.
• Assess current product development workflows and identify high‑leverage AI opportunities.
• Deploy and operationalize AI‑assisted development practices:
• AI pair‑programming, code review augmentation, unit/integration test generation support
• Refactoring assistance, documentation generation, dependency mapping and impact analysis
• Secure patterns for using AI with sensitive code and client data constraints
• Partner with Product Development leadership to accelerate replacement of third‑party dependencies through AI‑enabled analysis, prototyping, and migration planning.
• Define quality gates and governance so AI accelerates delivery without increasing defect risk.
• Observe end‑to‑end delivery execution (Agile ceremonies, backlog management, user story writing, testing cycles, environment setup, release procedures) and redesign workflows using AI to reduce overhead and improve predictability.
• Implement AI supports such as:
• Story refinement and acceptance criteria generation templates
• Automated meeting notes - action tracking, risk/issue summaries
• Test planning acceleration and regression prioritization
• Knowledge‑base creation from delivery artifacts and support tickets
• Improve delivery metrics (cycle time, rework, escaped defects, utilization, on‑time milestones) through automation and better information flow.
• Identify opportunities across operations (Finance, HR, Legal/Compliance, Support, Sales Ops, Customer Success) where AI can reduce manual effort and improve decision‑making.
• Build repeatable automation patterns including:
• Internal copilots / agents for SOPs, policy Q&A, and ticket triage
• Document processing workflows (requirements, SOWs, change orders, deliverables)
• KPI dashboards and executive summaries from operational data
• Acceptable use policy and developer guidance
• Data classification and safe handling rules
• Human‑in‑the‑loop requirements for regulated contexts
• Partner with Security/IT and compliance stakeholders to ensure AI use aligns with public‑sector expectations and RSI’s contractual obligations.
• Serve as a translator between executives and practitioners, ensuring adoption at every level.
• Deliver training and playbooks tailored to RSI roles (developers, PMs, QA, delivery leads, support).
• Measure adoption and impact; adjust…