Head of Digital Operations

VANGUARD CHARITABLE ENDOWMENT PROGRAM•Malvern, PA

About The Position

The Head of Digital Operations is responsible for the strategic and execution-oriented technology leader to define and deliver the next generation of internal technology capabilities that power our mission. This role will own the vision, direction, and development of enterprise solutions that streamline operations, reduce friction, automate manual processes, and thoughtfully apply AI to improve scale, speed, and service quality. You will partner closely with business leaders across Operations, Finance, Grants, Donor Services, Compliance, and Investments to modernize workflows and enable a highly efficient, data-driven organization. This is a hands-on leadership role for someone who enjoys building — not just planning — and who thrives at the intersection of technology strategy, process design, and intelligent automation.

Requirements

10+ years of progressive technology leadership experience
Experience leading enterprise applications, automation, or digital transformation teams
Experience leading in a Product Leadership organizational model
Demonstrated success delivering operational efficiencies through technology
Experience implementing AI/automation solutions in real business environments
Strong systems thinking and process design mindset
Expertise with modern platforms (Salesforce, ADP/Workday, Power Platform, UiPath, low-code/no-code tools, APIs/integrations)
Working knowledge of data platforms and analytics
Familiarity with generative AI and intelligent automation technologies

Nice To Haves

Financial services, fintech, or regulated industry experience preferred

Responsibilities

Define the multi-year roadmap for internal technology platforms, automation, and AI enablement
Identify high-impact opportunities to simplify processes, eliminate manual work, and improve operational efficiency
Align technology investments to measurable business outcomes (cost, speed, quality, risk reduction)
Lead design and delivery of enterprise solutions including:
Workflow automation
System integrations
Low-code platforms
Data and reporting capabilities
AI/ML use cases and intelligent process automation
Translate business needs into scalable technical architectures
Oversee build vs. buy decisions and vendor partnerships
Develop pragmatic AI use cases that drive real operational value
Implement tools such as RPA, process mining, copilots, and generative AI responsibly
Establish governance and controls to ensure compliance, security, and ethical use
Build and lead a high-performing team of engineers, analysts, and solution architects
Create a culture of ownership, experimentation, and continuous improvement
Coach teams to deliver quickly with modern delivery practices (Agile, product mindset)
Serve as a trusted advisor to functional leaders
Lead cross-functional process redesign initiatives
Communicate clearly with executives on priorities, tradeoffs, and outcomes
Improve reliability, scalability, and maintainability of enterprise systems
Establish metrics and dashboards to measure efficiency gains and ROI
Ensure strong security, compliance, and risk management practices