Revenue AI Strategist

RR Donnelley•Warrenville, IL

3d•Hybrid

About The Position

The Revenue AI Strategist is a transformative leader within the Sales Optimization team. This role serves as the primary "Business Architect," responsible for vetting and defining the requirements for high-impact AI engagements that drive internal efficiency and top-line growth across the Sales Ecosystem. The Strategist will act as the bridge between sales leadership and Information Technology, serving as a technology thought partner to the Senior GTM and IT Leadership to ensure AI initiatives are not superficial add-ons, are embedded into core commercial workflows and directly improve costs or revenues. The Strategist will lead the cross-functional AI Working Team and collaborate deeply with peers in Sales Operations, Enablement, Sales, Marketing and Client Services to develop strategy, define requirements and bring important initiatives to life. This is a high-visibility role with a career trajectory into leading a team of AI analysts or a broader optimization function.

Requirements

Bachelor’s degree in Business Analytics, Data Science, Information Systems, or a related field
At least 5 years of experience in Sales Operations, RevOps, or Sales Enablement
Authoritative knowledge of the Salesforce.com ecosystem and familiarity with Generative AI tools (e.g., Google Gemini) and cloud architectures (AWS).
An understanding of programming languages such as Python (with libraries like Pandas, NumPy, scikit-learn, TensorFlow, or PyTorch)
Experience with statistical modeling and machine learning techniques (e.g. time-series analysis, gradient boosting, clustering, neural networks)
Familiarity with cloud platforms (AWS, Azure, GCP)
Familiarity with data visualization tools (e.g. Tableau, Power BI, Looker)
Familiarity with agentic AI frameworks or specific sandbox environments such as Salesforce Agentforce or AWS and experience with low code/no code agent building.
Demonstrated success leading organizations through significant technological transformations, including reducing "tech debt" and overcoming seller resistance to AI adoption.
Requires excellent written and verbal communication skills with the ability to state messages in a clear manner using language that is easily understood by others.
A track record of mentoring junior analysts with a desire to transition into a formal management role as the AI team expands.
Must adhere to RRD's Google AI Acceptable Use Guidelines.

Responsibilities

Define strategy to develop and implement AI machine learning models specifically focused on revenue optimization and cost reduction (e.g. forecast sales, predict churn, determine high probability targets, dynamic pricing strategies)
Monitor model performance: Identify drift and orchestrate the retraining/update of models as necessary to maintain predictive accuracy and relevance to market conditions
Architecture of the "Seller Action Hub": Reimagine the frontline sales tech stack philosophy to create a unified AI workspace that reduces "systems overload" and "cognitive drag" for 500+ sellers.
Workflow Deconstruction: Utilize Action-Centric Insight and Design (ACID) to analyze sales activities in prospecting, complex deal structuring, and pipeline governance to identify opportunities for AI augmentation or automation.
Cross-System Interoperability: Define the technical requirements to enable Google Gemini, Salesforce.com, and AWS-hosted legacy systems to work together, allowing AI agents to fetch real-time intelligence across disparate datasets.
GTM Agentic Strategy: Identify and vet the use of autonomous AI agents capable of making data-driven decisions and executing complex actions, such as automated outreach, deal risk analysis, and pricing optimization.
Strategic Requirement Definition: Lead the process of defining annual and quarterly AI GTM projects, ensuring that all proposed AI pilots are tied to measurable improvements in EBITDA, Gross Margin, and Net Revenue Retention (NRR).
IT Partnership: Work hand-in-hand with IT development teams to bring AI projects to life, ensuring that technical execution aligns with the strategic needs of the sales organization.
Reporting and Communication: Create and maintain interactive dashboards and reports to visualize key performance indicators and model outputs
Compliance : All AI related projects, developments, uses must follow the RRD’s Google AI Acceptable Use Guide, Client AI Restrictions & any other IT related policy.