Head of Oversight Enablement, Personal Investor

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3 Locations
In-Office
Fintech
The Role

Overview
We are seeking a strategic, execution focused Head of Oversight Enablement to lead critical first line oversight functions for the Personal Investor (PI) Division. This senior leader will drive the vision, structure, and disciplined execution of our Vendor Oversight, Resiliency, Regulatory PMO capabilities as part of the Controls and Oversight Organization.

This leader will also play a significant role in strengthening policy readiness, first line risk enablement training, management reporting, and overall governance, partnering closely across Personal Investor to build an integrated oversight and reporting model.

This role is pivotal in shaping a modern, scalable, first line enablement capability- ensuring compliance, operational resilience, and investor protection across PI’s business channels.

Responsibilities

Oversight Leadership

  • Lead and mature PI’s Vendor Oversight, ensuring risk-based monitoring, performance management, and adherence to enterprise vendor management standards.
  • Oversee PI Resiliency planning and readiness, including continuity planning, incident preparedness, and execution against critical business service expectations.
  • Direct the Regulatory PMO, ensuring effective implementation of regulatory changes, business readiness and coordinated execution across PI.

Enablement & Policy Readiness

  • Drive policy and regulatory readiness across PI, ensuring new requirements are understood, implemented, and sustainably embedded.
  • Develop and maintain first line risk and oversight training, strengthening awareness, capability, and accountability.

Reporting & Insights

  • Co-lead the buildout of PI’s risk and control reporting framework- including dashboards, KRIs/KPIs, and supervisory/oversight reporting.
  • Enable data- driven oversight by consolidating insights across vendors, resiliency, and regulatory activities to support leadership decision- making.

Governance & Stakeholder Engagement

  • Oversee governance routines and reporting for oversight functions; ensure alignment with enterprise Risk, Compliance, and Legal partners.
  • Partner with Risk, Compliance, Third Party Risk teams to drive consistent first line risk practices and escalate emerging themes.

Qualifications
 

  • Minimum of ten years related work experience. Supervisory experience preferred.
  • Undergraduate degree or equivalent combination of training and experience. Graduate degree preferred.
  • Deep expertise in operational oversight, including experience in vendor management, resiliency planning, risk enablement, and regulatory readiness within a complex environment.
  • Strong program and regulatory change execution skills, with the ability to translate new requirements into sustainable businesses processes and controlled operating routines.
  • Experience leading PMO or cross functional initiatives, ideally involving regulatory or enterprise level implementations.
  • Advanced analytical capability, with the ability to synthesize data, operational indicators, behavioral insights, and risk themes into clear and actionable reporting for senior leadership.
  • Executive presence and strong influencing skills, with the ability to lead through partnership and engage effectively across senior stakeholders and operational teams.
  • Proven experience building or maturing management reporting, dashboards, metrics, KRIs/KPIs, or supervisory/oversight reporting frameworks.
  • Demonstrated experience supporting or leading governance bodies (committees, forums, reporting routines) ensuring consistency, transparency, and escalation discipline.
  • Comfort with ambiguity and change, with a record of building new capabilities, establishing structure, and driving clarity in evolving environments.

Why This Role Matters
 

As Controls and Oversight continues to evolve, you will play a critical role in strengthening business integrity, enhancing operational and oversight discipline, and enabling compliant growth in a rapidly changing regulatory landscape.

    Special Factors

    Sponsorship

    Vanguard is not offering visa sponsorship for this position.

    About Vanguard

    At Vanguard, we don't just have a mission—we're on a mission.

    To work for the long-term financial wellbeing of our clients. To lead through product and services that transform our clients' lives. To learn and develop our skills as individuals and as a team. From Malvern to Melbourne, our mission drives us forward and inspires us to be our best.

    How We Work

    Vanguard has implemented a hybrid working model for the majority of our crew members, designed to capture the benefits of enhanced flexibility while enabling in-person learning, collaboration, and connection. We believe our mission-driven and highly collaborative culture is a critical enabler to support long-term client outcomes and enrich the employee experience.

    Vanguard Compensation & Benefits Highlights

    The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Vanguard and has not been reviewed or approved by Vanguard.

    • Retirement Support Retirement support appears unusually strong through a 401(k) design that includes a match plus an additional employer contribution, which can materially lift long-term total rewards. HSA seeding and an enhanced employer match further strengthen the savings-and-benefits value of the package.
    • Wellbeing & Lifestyle Benefits Wellbeing and lifestyle support is reinforced by a sizable annual FlexFund stipend that can be applied across many day-to-day categories such as fitness, childcare, and other personal expenses. On-site or virtual clinics and fitness options add practical health and wellness convenience.
    • Affordable Benefits Healthcare and related benefits are positioned as comparatively affordable via heavily subsidized medical plans and broad coverage options. This affordability can offset moderate base pay for employees who place higher value on out-of-pocket cost reductions.

    Vanguard Insights

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    The Company
    Charlotte, NC
    20,252 Employees
    Year Founded: 1975

    What We Do

    We are a community of 30 million who think – and feel – differently about investing. Together, we’re changing the way the world invests. Since our founding in 1975, helping our investors achieve their goals is our sole reason for existence. With no other parties to answer to and therefore no conflicting loyalties, we make every decision—like keeping investing costs as low as possible—with only your needs in mind. Vanguard is one of the world's largest investment companies, offering a large selection of high-quality low-cost mutual funds, ETFs, advice, and related services. Individual and institutional investors, financial professionals, and plan sponsors can benefit from the size, stability, and experience Vanguard offers. As of April 30, 2019, we managed more than $5.6 trillion in global assets. In addition, we have 189 funds in the United States and 225 funds in global markets. For Commenting Guidelines & Important information, visit here: http://vanguard.com/linkedin Vanguard Marketing Corporation, Distributor.

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