Director, AI Strategy – Digital Success

🕒 May 23

🤠 Texas – Remote

🤠 Texas – Remote

💵 $144.5k - $180.6k / year

⏰ Full Time

🔴 Lead

🤖 Artificial Intelligence

🦅 H1B Visa Sponsor

This company has sponsored H1B visas in the past.

👻 Ghost score 45%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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PowerSchool

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

📚 Education

🤖 Artificial Intelligence

Education • Artificial Intelligence • Software

PowerSchool is a leading provider of cloud-based K-12 education software, offering a comprehensive range of solutions to support educators, administrators, and families in enhancing student learning. Their products include tools for student information management, personalized learning, analytics, talent recruitment, and resource planning, all aimed at fostering student success and effective school operations. Through innovative technology and a commitment to meeting the diverse needs of educational institutions, PowerSchool empowers effective communication and collaboration within the educational ecosystem.

📋 Description

• Design and deploy AI-driven playbooks to automate onboarding, product engagement, adoption, and health checks while maintaining personalization • Integrate predictive AI models to identify at-risk signals before churn • Oversee dynamic AI-generated campaigns and automated email flows tailored to personas and behaviors • Build end-to-end digital journeys from implementation to value realization without requiring a dedicated CSM • Lead strategy for in-product messaging and self-service capabilities to resolve queries and drive feature adoption • Partner with IT and Product teams to deploy and adopt the Customer Success platform • Use AI and automation to identify ready-to-buy signals and create automated lead-generation paths • Drive organizational change through training, communication, and stakeholder engagement • Foster continuous improvement and innovation • Define KPIs and dashboards for digital initiatives and customer outcomes, including churn and adoption • Segment customers by risk, maturity, persona, and behavior • Provide leadership insights on trends, risks, and improvement opportunities • Identify systemic churn drivers and design scalable retention interventions, particularly for mid-low market customers • Track engagement and usage signals and measure digital-program impact on retention

🎯 Requirements

• Experience with technology platforms like Salesforce, Gainsight, or the newest AI-first Customer Success Platforms • 10+ years of experience in Customer Success, Success Transformation, or SaaS operations • Proven track record of leading technology implementations and process improvements in a SaaS environment driving successful outcomes • Strong understanding of customer success metrics, lifecycle management, and SaaS business models • Excellent leadership, communication, and stakeholder management skills • Knowledge of automation, AI-driven customer engagement, and data analytics • Ability to manage cross-functional projects and influence at all organizational levels • Background in Educational Technology • Prior management or team-lead experience preferred, as this role is expected to evolve into a leadership position with direct reports

🏖️ Benefits

• Comprehensive Insurance Coverage (including Medical, Dental, Vision, Pharmacy benefits, Life Insurance and AD&D) • Flexible Spending Accounts and Health Savings Accounts • Short-Term Disability and Long-Term Disability • Comprehensive 401(k) plan • Generous Parental Leave • Unrestricted paid time off (known as Discretionary Time Off - DTO) • Wellness Program, including ClassPass & Employee Assistance Program • Tuition Reimbursement • Optional Benefits: Pet Insurance, Identity Theft Protection, Student Debt Repayment Program and Prepaid Legal coverage