
Head of Planning
Remote · Planning
Responsibilities
Key Responsibilities
- Own and evolve the structure, systems, and workflows of AI Digital’s planning department, scaling from 40 to 75+ team members by end of year
- Lead and mentor a team of Group Heads (direct reports), who each oversee planning pods focused on agency and brand clients
- Ensure operational excellence through clear standard operation procedures (SOPs), automation implementation, and planning process optimization
- Develop and execute onboarding, hiring, and training programs to maintain planning quality and consistency as the team scales
- Collaborate with internal stakeholders (Growth, Strategy, Client Success) to ensure planning outputs meet evolving client needs
- Serve as a process builder and knowledge unifier—aligning teams around shared methodologies, tool usage, best practices, and platform knowledge
- Lead automation and systemization efforts to reduce turnaround time and increase planner productivity
- Identify knowledge gaps and continuously improve team fitness
- Support strategic thinking within planning pods and ensure strong business rationale behind each media recommendation
- Be client-facing when needed—internally with cross-functional teams, and externally to support planning rationale or key pitch moments
- Promote a culture of calm under pressure, continuous learning, accountability, and operational discipline
Requirements
Required Qualifications
- 10–15 years of experience in digital media planning, with 5+ years in a senior management role
- Proven experience managing and scaling teams of 25+ people, ideally up to 50+ in a multi-pod or multi-client structure
- Strong background in programmatic media with fluency in tools such as DV360, The Trade Desk, and familiarity with DSP/SSP ecosystem
- Experience building onboarding programs, defining operational processes, and supporting automation initiatives
- Strong communication, conflict resolution, and coaching skills in fluent English (C2 level)
- Ability to collaborate with internal teams (Growth, Strategy, Product, Client Service) and advocate for planning excellence
- Comfort operating in a fast-paced, remote-first environment with international stakeholders
Nice-to-haves
- Experience building automated planning tools or scaling AI/ML-supported planning processes
- Familiarity with retail media, CTV, or multi-channel planning dynamics, especially for US market
- Experience supporting the productization of services or internal process documentation at scale
- Background in agency leadership roles that combined both strategic and operational mandates
Conditions
- USD-based salary that values your expertise.
- Work from anywhere – fully remote and flexible hours to suit your lifestyle.
- 31 days of paid time off – 21 days of annual leave + 10 days sick leave, because balance matters.
- Growth-focused environment – access to learning resources and clear pathways for advancement.
- Fun team events: Join our online cooking classes, yoga sessions, and more – all from home!
- A Culture of Trust – Say goodbye to bureaucracy and micromanagement; we focus on results, not processes.
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