Vice President, Enterprise Program Management Office (EPMO)

Hagerty

10d•Remote

About The Position

The Vice President of Enterprise Program Management Office (EPMO) is a senior executive accountable for the governance, financial integrity, and delivery discipline of Hagerty’s most consequential technology investment — the APEX program, a multi-horizon Duck Creek implementation that is reshaping how Hagerty underwrites, services, and scales its insurance business. For the next 18–24 months, this role is the operational center of gravity for APEX program governance. You will own the EPMO function end-to-end: financial reporting and budget management, vendor contract oversight, risk and issue management, status reporting, and change control. You will serve as Hagerty’s primary counterpart to Accenture, managing a two-in-the-box delivery model through the program’s initial horizons and absorbing that capability into a permanently Hagerty-owned function as the program matures. Additionally, this VP will lead the design and implementation of Hagerty’s Center of Excellence (CoE) for Program and Project Management — a net-new capability being built in collaboration with Accenture that will establish the standards, frameworks, and practices that govern how Hagerty delivers complex programs enterprise-wide. APEX is both the proving ground and the first beneficiary of that CoE. This is not a role for someone who wants to design governance frameworks from a distance. APEX is live, complex, and consequential — and this VP will be in the work daily, holding partners accountable, escalating critical issues to executive leadership, and building the internal EPMO muscle that outlasts the program itself. This role and the EPMO report to the Chief Financial Officer and has defined accountability to the APEX Executive Steering Committee, the Executive Council, and the Board of Directors. This role will partner closely with the VP of Insurance Transformation (the business owner of APEX) and the VP of Insurance Technology & Transformation (the IT owner of APEX).

Requirements

Proven experience in program or transformation management, with significant experience leading governance on large-scale, multi-workstream technology implementations — ideally in insurance, financial services, or another regulated industry.
You have been the client-side lead on a major consulting engagement before. You know how to manage a large implementation partner — not just coordinate with them — and you understand the difference between a deliverable that meets the bar and one that looks polished but does not.
Proven experience building or standing up a PMO or Center of Excellence from the ground up, not just inheriting a mature function.
Exceptional stakeholder management across a complex executive landscape — comfortable presenting to a board, equally comfortable getting into the weeds with a workstream lead.
Clear, concise communicator in writing, in a room, and in a slide deck. You translate program complexity into the right level of detail for the right audience without losing accuracy.
Analytically minded; can read a stability trend chart, interpret milestone attainment data, and translate it into a business risk conversation.
Comfortable with ambiguity and able to create structure where none exists — this program is live and the EPMO is still maturing. You’re building while flying.
Familiarity with public company requirements, including Sarbanes Oxley and key regulations, if applicable. For SOX compliant roles, responsible for designing, executing, and documenting internal controls where they have been identified as owners to prevent errors in financial reporting, processes, and business operations. Including attestation to the completeness, accuracy, and compliance of all financial reporting data, where applicable.

Responsibilities

Own all program financial reporting and cost tracking against approved budget.
Maintain program financial forecast and variance reporting cadence.
Support business case refresh and executive budget reviews.
Coordinate with Hagerty Finance on invoicing, accruals, and budget approvals.
Oversight of APEX vendor contract compliance throughout the program, with primary accountability for the Accenture EPMO engagement.
Own the change order process and contract amendment documentation; maintain the contracts register and track SOW deliverable commitments.
Track and assess program partners and vendors accountable to deliverable quality and timeline commitments — escalating contract risk to governance leadership as needed.
Manage the structured transition of EPMO capability from Accenture to Hagerty ownership on a defined schedule, with documented knowledge-transfer checkpoints evaluated against a written capability standard rather than general satisfaction. The mandate is to build the Hagerty function that makes the Accenture role unnecessary within an agreed timeline.
Own the program RAID log (Risks, Assumptions, Issues, Dependencies) as an independent aggregation and reporting function — receiving inputs from Business and IT workstream leads, synthesizing into a consolidated program view, and escalating to the appropriate governance tier.
Track and report on critical dependencies across Business, IT, and vendor workstreams; develop standardized reporting templates and cadences as part of the CoE build.
Facilitate risk review cadences with workstream and program leadership.
Escalate critical issues to the correct governance tier in a timely manner; track resolution and closure.
Lead independent and objective end-to-end status reporting cadence — weekly, monthly, and milestone-based drawing on the program's system of record and flow diagnostics as the shared evidentiary substrate, so that governance reporting and technical reporting reconcile to the same data.
Highlight areas of disagreement and misalignment between APEX participants.
Organize and facilitate APEX Steering Committee sessions — including agenda management, pre-read preparation, decision log maintenance, dashboards and action tracking. The EPMO VP's role at SteerCo is governance and facilitation in support of and in partnership with the VP of Insurance Transformation who owns the substance and leads the decision-making process.
Maintain program schedule and track milestone achievement vs. plan.
Provide updated APEX program view to the CFO, Portfolio Governance Committee, and Executive Council through clear and concise dashboards and presentations. Support the VP of Insurance Transformation in preparing Board-level APEX updates, including program health data, milestone status, and risk summaries.
Establish and monitor benefits-realization metrics tied to the approved business case, confirming and reporting expected and realized operational, financial, customer, and technology outcomes against the program's figures of merit throughout delivery. The EPMO VP owns measurement and reporting; the VP of Insurance Transformation owns outcomes and corrective action.
Provide integrated oversight of program risks, dependencies and organization readiness to support informed decision making and successful delivery.
Own the consolidated reporting of program KPIs (defined by the business) and technical figures of merit (defined by IT), ensuring both dimensions are visible and accurately represented in all program dashboards and executive materials.
Administer the formal change control process for program-level scope, schedule, and budget changes — distinguished from enterprise change requests — with defined escalation to the APEX Executive Steering Committee for changes that cross approved thresholds.
Establish executive decision management processes, including decision logs, escalation thresholds, ownership and resolution timelines.
Ensure all approved changes flow through appropriate stakeholder sign-off and are communicated to workstreams.
Coordinate Change Management, Internal Communications, and Team Readiness on upcoming changes. EPMO facilitates, tracks and reports on change activity in support of the VP of Insurance Transformation who owns change decisions, adoption, implementation and achievement of success.
Lead the design and implementation of Hagerty’s Enterprise CoE for Program and Project Management, in collaboration with Accenture, establishing the standards, methodologies, and governance frameworks that will define how Hagerty delivers complex programs and manages projects enterprise-wide.
Translate CoE frameworks into practical tooling, templates, and training that APEX workstreams adopt first and the broader enterprise inherits.
Build the processes and capability that outlast the specific programs — this CoE is a permanent institutional investment, not a program artifact.
Establish and oversee governance standards that ensure program decisions, approvals, and evidence are appropriately documented and audit-ready to support Risk, Internal Audit, SOX, regulatory, and external audit requirements.
Lead and develop the Hagerty EPMO team, including direct management of Manager-level program managers embedded in APEX workstreams.
Serve as the cross-functional coordination point across all APEX program participants — Business, IT, Finance, Risk, Internal Audit, and external vendors. The VP of Insurance Transformation owns APEX and execution and alignment across the enterprise; the EPMO VP aggregates the enterprise-level program view of APEX across all functions and provides visibility to all constituents.
Work within the program's established platforms (Azure DevOps, ServiceNow, and SharePoint) as a consumer of those systems of record, securing the access, permissions, and reporting views the EPMO requires; build and maintain the governance dashboards and reporting layered on top of them to serve reliable views at all stakeholder tiers.