VP, Financial Systems

Alera Group•UNAVAILABLE, UNAVAILABLE

6d•Remote

About The Position

Alera Group is seeking a Vice President, Financial Systems to serve as the enterprise leader responsible for the vision, strategy, and performance of the Workday Financial Management platform and broader financial systems ecosystem. Alera Group was founded in 2017 and has grown to become the 14th largest broker of US business. We are passionate about our clients’ success in the areas of Employee Benefits, Property and Casualty Insurance, Retirement Plan Services, and Wealth Services. With a network of offices nationwide, our commitment to collaboration allows us to offer national resources combined with local service.

Requirements

Bachelor’s degree in Finance, Accounting, Business, Information Systems, or related field
12+ years of experience leading enterprise financial systems and large-scale transformation initiatives
Deep expertise with Workday Financial Management and strong working knowledge of Workday HCM, Payroll, and Recruiting
Strong understanding of accounting processes, financial close, reporting, internal controls, and audit requirements
Demonstrated ability to lead cross-functional teams and influence executive stakeholders

Nice To Haves

Proven experience operating in acquisitive or private equity-backed organizations preferred
Workday Financials and/or Workday HCM certification preferred
Experience building and scaling global delivery models, including offshore teams and managed services
Strong background in ERP transformation, integrations, and enterprise data strategy
Experience with vendor management, contract negotiation, and large-scale system implementations
Ability to operate in a fast-paced, high-growth, multi-entity environment

Responsibilities

Own the enterprise vision, strategy, and multi-year roadmap for Workday Financial Management and the broader finance technology ecosystem
Serve as executive product owner for Workday Financials, with accountability for platform performance, scalability, and value realization
Drive measurable improvements in financial operations, including close cycle efficiency, reporting accuracy, and system adoption
Lead automation, integration, and data strategy to improve speed, transparency, and decision-making across Finance
Partner with the CIO, CFO, Controller, and FP&A leadership to define and execute finance transformation strategy
Align technology investments with business priorities, growth initiatives, and operational efficiency goals
Provide executive-level insight into system capabilities, risks, and investment decisions
Define and own the financial systems operating model, including governance structures, decision rights, and prioritization frameworks
Establish scalable processes for intake, roadmap planning, and delivery across Finance and IT
Ensure alignment of system architecture, data models, and controls across the enterprise
Partner with the Chief Human Resources Officer (CHRO) as a co-owner of the Workday platform across Financial Management and Human Capital Management (HCM)
Ensure integrated data architecture and seamless workflows across Finance, Payroll, Recruiting, and HR systems
Align governance, security, and compliance practices across Finance, HR, and Legal stakeholders
Support enterprise initiatives including workforce analytics, compensation processes, and HR transformation
Serve as executive owner for financial systems integration during mergers and acquisitions
Lead onboarding of acquired entities into Workday Financials, including chart of accounts, worktags, controls, and reporting
Partner with Corporate Development, Finance, HR, and IT to execute repeatable integration playbooks
Ensure post-acquisition stabilization, compliance, and continuity of financial reporting
Identify opportunities to accelerate synergy capture through system standardization and automation
Define and execute a global delivery model leveraging onshore, offshore, and managed service providers
Establish governance, performance metrics, and communication frameworks for distributed teams
Own vendor strategy, contract negotiations, and performance management across implementation partners and system providers
Full accountability for financial systems operating and capital spend, including forecasting, cost optimization, and ROI tracking
Authority to approve system investments and transformation initiatives within governance thresholds
Lead a Financial Systems organization of 5–10 direct team members, including managers, analysts, and architects, with oversight of extended offshore and vendor teams
Drive organizational design, workforce planning, and leadership development within the function