This role will help Bob's use AI to improve the performance and experience of frontline sales associates, store managers, multiunit leaders, and other sales-facing teams.
Reporting to the Vice President of Strategy and Innovation, this role will lead and help develop our Retail AI roadmap. You will help identify high-value opportunities, design and test AI-enabled solutions, coordinate implementation with Business Intelligence, IT, vendors, Training, and field leadership, and measure results.
This is a hands-on business and AI role. While IT and Business Intelligence will provide AI platforms, system connections, data access, technical standards, and production support, this role will be responsible for designing the prompts, instructions, workflows, guardrails, and user experiences that make AI tools useful in the real world.
The focus is not on enterprise AI strategy or software engineering. The focus is on creating practical, enterprise-ready AI tools that deliver measurable value in stores.
Responsibilities- Lead and help develop the Retail AI roadmap.
- Identify AI opportunities that improve conversion, average order value, warranty penetration, financing penetration, associate productivity, manager coaching, execution consistency, and various other KPI's.
- Gather input from store associates, managers, field leaders, and corporate partners to identify the most valuable problems to solve.
- Develop business cases, define expected outcomes, and track adoption and return on investment.
- Personally build, test, and refine AI agents, prompts, instructions, and workflows using tools such as Microsoft Copilot Studio, Power Platform, Azure AI, or comparable platforms.
- Develop enterprise-grade prompt frameworks that produce accurate, consistent, practical, and on-brand outputs for frontline users.
- Define the role, tone, decision logic, knowledge sources, escalation paths, output formats, and guardrails for AI-enabled tools.
- Test AI responses across common, complex, incomplete, and edge-case scenarios to identify gaps, hallucinations, inconsistent recommendations, or usability issues.
- Continuously improve prompts and AI workflows based on field feedback, adoption data, business results, and changes to store processes.
- Partner with BI, IT, Training, Store Operations, Finance, Legal, Information Security, and vendors to move approved solutions into production.
- Lead AI pilots, gather field feedback, identify adoption barriers, and improve solutions after launch.
- Create practical communications, training support, and field engagement plans that build confidence in AI-enabled tools.
- Ensure AI solutions are simple, useful, responsible, and appropriate for frontline associates and leaders.
- Improved sales conversion, average order value, Goof Proof penetration, and financing penetration, and various other KPI's
- Reduced administrative work for associates and managers
- Improved store manager and multiunit leader coaching and decision-making
- AI tools that deliver consistently useful, accurate, and actionable outputs
- Strong adoption and sustained use of AI-enabled tools
- A visible, prioritized pipeline of AI opportunities with defined business value
- Faster movement from idea to prototype to implementation
- Measurable return on investment from Retail AI initiatives
- Improved execution consistency across stores
Required Qualifications- Three or more years of experience in AI implementation, automation, digital transformation, product management, analytics, business technology, or a related area
- Demonstrated hands-on experience designing, testing, and refining prompts, AI agents, copilots, or AI-enabled workflows
- Experience creating structured prompts, instruction sets, decision trees, knowledge-grounding approaches, output formats, and guardrails for business use cases
- Experience moving technology, automation, analytics, or AI solutions from business problem through prototype, implementation, adoption, and measurement
- Hands-on experience with Microsoft Copilot Studio, Power Platform, Azure AI, generative AI tools and foundries, workflow automation tools, or similar platforms
- Strong business acumen and the ability to connect technology investments to measurable business results
- Experience supporting frontline employees, customer-facing teams, field leaders, sales organizations, or distributed operations
- Strong project management, product thinking, change management, and stakeholder management skills
- Ability to work effectively with business leaders, technical teams, field employees, and external vendors
- Strong communication, facilitation, analytical, and problem-solving skills
- Understanding of customer experience and employee experience
Preferred Qualifications- Experience in retail or another frontline-intensive industry such as hospitality, financial services, telecommunications, healthcare, or field services
- Experience with CRM, point of sale, order management, customer engagement, workforce management, coaching, or sales enablement platforms
- Experience working with software vendors, consultants, or external development partners
- Familiarity with responsible AI, data governance, privacy, information security, evaluation methods, and AI quality assurance practices
Expected Base Pay Not Including Potential Commissions, Incentive, Bonus, etc. Opportunities:$88,000 - $110,000
