Proven senior leadership in retail media with experience managing enterprise clients.
Strong commercial acumen linking media decisions to business outcomes.
Exceptional executive presence and ability to influence stakeholders without authority.
Demonstrated independent judgment and comfort with ambiguity.
Expertise in setting standards and crafting clear communications.
Responsibilities
Act as the trusted deputy to the leader, upholding quality standards across all deliverables.
Shape the Expert Services strategy, including service models and AI integration.
Support strategic accounts, leading escalations and performance reviews.
Lead pitches and develop thought leadership as an external voice for Skai.
Hire, coach, and hold team members accountable while building sustainable playbooks.
Benefits
Hybrid work model promoting a balance between home and office.
Access to a passionate and diverse team culture.
Opportunities for professional development and growth.
Full Job Description
DIRECTOR OF EXPERT SERVICES
Ready to take your career to the next level?
The Director of Expert Services, Retail Media is a key leadership role on the Expert Services team and the right hand of the function's leader. You hold the standard for the quality of our work, the clarity of how we communicate it, and the confidence our enterprise clients and Skai leadership place in us.
The role sits where strategy, commercial judgement and executive influence meet. You walk into a room with a CMO, a retailer or our own leadership team and carry it, turning a fragmented and fast-moving retail media landscape into direction people act on, and you extend the reach of the function into new business and thought leadership.
Reporting directly to the Expert Services Global Lead, you will work with a high degree of independence and trust, supporting internal stakeholders and helping shape where Skai's platform goes next.
Duties and Responsibilities
Act as the leader's trusted deputy, representing the function and its priorities in every room, and help define and uphold the standard for the quality of our work, from account plans and methodology to analyses, QBRs, decks and client communications
Shape the strategy of Expert Services with the leader, including the service model, coverage and capacity, how our offering is packaged, and how the team uses AI to raise quality and capacity
Support strategic accounts as an executive voice, leading escalations, performance resets, renewals, growth conversations and executive business reviews
Lead or co-lead pitches, audits and scoping with Sales, and develop thought leadership (points of view, frameworks, talks and articles) as an external voice of Skai Expert Services
Hire and coach Directors, Managers and Specialists, hold them accountable to their commitments, and build the playbooks and succession that sustain the team
Influence senior stakeholders inside and outside Skai, and partner with product, sales, client services, technical account management and sales engineers to bring client and market evidence into the roadmap
Requirements
Position Requirements
We care more about what you have done than how long you have been doing it, so the requirements below are written as evidence rather than years. Expect to speak to them concretely.
Leadership and business acumen, required
Senior retail media leadership. You have led teams of practitioners and been accountable for a portfolio of enterprise retail media clients, from strategy through execution, ideally with mid-senior staff and up reporting to you.
Commercial acumen. You connect media decisions to client unit economics and business outcomes, and have helped retain, grow or scope a book of business.
Executive presence and influence. You persuade senior stakeholders, internal and external, without relying on authority, and you are comfortable respectfully challenging a client executive or colleague when the evidence calls for it.
Independent judgement. You operate with minimal direction, are comfortable with ambiguity, and own your decisions and outcomes.
Standard-setting and communication craft. You have raised the quality bar of a team, given direct feedback, and turned complex analysis into a clear narrative and a strong deck.
Technical and growth skills, required
Retail media depth. Amazon and Walmart full stack (search and DSP), credible enough to challenge a plan at the level of detail and not only the headline.
AMC and measurement. You know how AMC and other approaches answer what standard reporting cannot for the different types of clients (CPG, consumer electronics, home & garden...), and when a metric is misleading the client.
Retail media ecosystem fluency. How retailer economics, onsite, offsite and DSP, 1P and 3P, and shopper marketing fit together, and why a tactic that works on one network fails on another.
Advanced use of generative AI tools such as Claude to raise your own output and your team's, from analysis to automations and custom agents. A software engineering background is not required.
New business and thought leadership. You have helped win work through pitches, audits or scoping, and have a point of view you have shared through speaking, writing or frameworks.
Strongly preferred
Agency-side background. This is the most directly relevant experience for the role, though we welcome strong candidates from the brand, retailer and platform sides.
Breadth across other retail media networks: Instacart, Target and Roundel Media Studio, Criteo, CitrusAd, Epsilon, Kroger Precision Marketing, Amazon Retail Ad Service. Breadth across several matters more to us than depth in any single one.
Total commerce context. Familiarity with how retail media sits alongside shopper marketing, trade budgets and joint business planning with retailers.
Skai, or a comparable retail media or search management platform.
Collaborating with a global team, both locally and virtually.
Location and travel
US-based
Ability to travel as needed for clients, pitches and industry events
We are hybrid for the long term - with a great home/ office work mix, passionate and diverse team members, and a vibrant company culture.
The salary range for this position is $120,000-140,000. The actual salary amount will vary depending on the applicants experience, skills and abilities as well as internal equity and market data. This position is eligible for additional bonus compensation, full details will be provided during the recruitment process.
