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Skai

Director, Retail Media

Skai

. Act as the Expert Services leader's trusted deputy and represent the function and its priorities .

Posted 10/8/2026full-timeChicago • United StatesLead💰 $120,000 - $140,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in retail media leadership, with a strong focus on strategy, execution, and team development. Proficient in leveraging generative AI tools and retail media networks to drive client success and influence stakeholders.

Highest-signal resume keywords
Retail Media LeadershipCommercial AcumenExecutive PresenceGenerative AI ToolsRetail Media Depth

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Retail Media StrategyClient Unit EconomicsComplex AnalysisPerformance ResetsPitches and AuditsShopper MarketingMeasurement ApproachesDirect FeedbackAccountability StandardsSuccession Planning
Soft Skills
Influencing StakeholdersCoachingTeam AccountabilityClear CommunicationCollaboration
Tools & Technologies
Generative AI ToolsSkaiRetail Media PlatformsDSPSearch Management Platforms
Industry Keywords
Retail Media NetworksAmazonWalmartInstacartTargetCriteoEpsilonKroger Precision MarketingJoint Business PlanningTrade Budgets

About the role

Key responsibilities & impact
  • Act as the Expert Services leader's trusted deputy and represent the function and its priorities
  • Define and uphold quality standards for account plans, methodology, analyses, QBRs, decks, and client communications
  • Shape the Expert Services strategy, service model, coverage, capacity, packaging, and use of AI
  • Support strategic accounts as an executive voice
  • Lead escalations, performance resets, renewals, growth conversations, and executive business reviews
  • Lead or co-lead pitches, audits, and scoping with Sales
  • Develop thought leadership, including points of view, frameworks, talks, and articles
  • Hire and coach Directors, Managers, and Specialists
  • Hold team members accountable and build playbooks and succession plans
  • Influence senior stakeholders and partner with product, sales, client services, technical account management, and sales engineers
  • Bring client and market evidence into the product roadmap

Requirements

What you’ll need
  • Senior retail media leadership, including leading teams of practitioners and accountability for enterprise retail media clients from strategy through execution
  • Commercial acumen connecting media decisions to client unit economics and business outcomes
  • Executive presence and influence with senior internal and external stakeholders
  • Ability to operate with minimal direction and own decisions and outcomes
  • Experience raising team quality standards, giving direct feedback, and turning complex analysis into clear narratives and strong decks
  • Retail media depth across Amazon and Walmart full stack, including search and DSP
  • Knowledge of AMC and measurement approaches beyond standard reporting
  • Fluency in retailer economics, onsite/offsite and DSP, 1P/3P, and shopper marketing
  • Advanced use of generative AI tools such as Claude
  • Experience helping win work through pitches, audits, or scoping
  • Thought leadership shared through speaking, writing, or frameworks
  • Agency-side background strongly preferred
  • Breadth across retail media networks such as Instacart, Target, Roundel Media Studio, Criteo, CitrusAd, Epsilon, Kroger Precision Marketing, or Amazon Retail Ad Service strongly preferred
  • Familiarity with shopper marketing, trade budgets, and joint business planning with retailers strongly preferred
  • Experience with Skai or a comparable retail media or search management platform strongly preferred
  • Experience collaborating with global teams, locally and virtually
  • US-based
  • Ability to travel as needed for clients, pitches, and industry events

Benefits

Comp & perks
  • Additional bonus compensation
  • Hybrid work arrangement with a home/office work mix
  • Diverse and inclusive workplace
  • Reasonable accommodation for qualified disabled applicants