Principal Program Manager, Finance Digital Enablement

UKG•,

23h•$129,500 - $186,100

About The Position

The Principal Program Manager, Finance Digital Enablement is a senior individual contributor responsible for leading complex, enterprise-scale transformation programs across UKG’s Finance organization. Reporting to the Director, Transformation Delivery & Enablement, this role drives strategic initiatives from planning through deployment, stabilization, and value realization. You will partner closely with Business Owners, Global Process Owners, IT Product Owners, and cross-functional stakeholders to align priorities, manage interdependencies, mitigate risks, and ensure successful execution. This role goes beyond traditional project management. As a trusted transformation leader, you will bring structure to ambiguity, connect business and technology teams, facilitate critical decisions, and keep programs focused on delivering meaningful business outcomes. You will lead some of Finance Digital Enablement’s most strategic initiatives, including Finance transformation, enterprise technology implementations, AI and automation programs, operating model changes, and cross-functional business initiatives.

Requirements

Bachelor's degree in Business, Finance, Accounting, Information Systems, Project Management, or a related field.
8+ years of experience leading complex business transformation, Finance transformation, enterprise technology, or cross-functional programs in large organizations.
Demonstrated success leading highly visible programs involving multiple stakeholders, business functions, and technology teams.
Experience supporting Finance transformation initiatives and working knowledge of key Finance processes such as Record-to-Report, Procure-to-Pay, Order-to-Cash, Revenue, Treasury, Tax, or related areas.
Experience with enterprise technology implementations, system integrations, testing, deployment planning, business readiness, cutover, hypercare, and stabilization.
Strong expertise in program governance, integrated planning, dependency management, risk management, executive reporting, and stakeholder alignment.
Experience partnering with organizational change management and communications teams to support successful adoption.
Strong business and financial acumen with the ability to evaluate business cases, expected benefits, investment tradeoffs, and value realization.
Experience working within Agile, Waterfall, and hybrid delivery environments.
Exceptional communication, facilitation, stakeholder management, and relationship-building skills.
Proven ability to influence without direct authority and lead through complexity and change.

Nice To Haves

MBA or other advanced degree.
PMP or equivalent program/project management certification.
Experience leading Finance transformation initiatives within a SaaS or technology organization.
Experience supporting AI, automation, or emerging technology programs.
Experience working with enterprise ERP, Finance, or business process platforms.
Experience operating within highly matrixed, global organizations.

Responsibilities

Lead large-scale Finance transformation programs with significant business impact and organizational visibility.
Define program objectives, scope, governance structures, milestones, resource requirements, and success measures.
Maintain an integrated view across business processes, technology, data, controls, organizational readiness, and operational impacts.
Drive execution from mobilization through implementation, stabilization, and transition to operational ownership.
Convert strategic objectives and transformation roadmaps into actionable delivery plans.
Partner with Finance leaders, Global Process Owners, and technology teams to define sequencing, dependencies, implementation approaches, and success criteria.
Bring clarity and structure to complex initiatives while adapting to changing priorities and business needs.
Align stakeholders across Finance, IT, Procurement, Sales, Treasury, Human Resources, Internal Audit, and external partners.
Coordinate business and technical workstreams to ensure successful delivery across multiple teams.
Resolve competing priorities and facilitate timely decision-making to maintain program momentum.
Establish effective governance models, steering committees, escalation paths, and decision frameworks.
Deliver concise, executive-level reporting focused on outcomes, risks, dependencies, resource considerations, and business impacts.
Provide leadership with transparency into program health and recommendations for action.
Proactively identify and manage risks, issues, dependencies, resource constraints, and scope changes.
Apply structured problem-solving and root-cause analysis to address challenges before they impact delivery.
Develop mitigation strategies and provide clear recommendations to stakeholders and leadership.
Partner closely with IT Product Owners, delivery teams, architects, and vendors to align technology implementation with business objectives.
Coordinate activities related to requirements, solution design, integrations, testing, deployment, controls validation, cutover, and stabilization.
Ensure clear ownership and accountability across business and technical teams.
Partner with change management, business leaders, and stakeholders to prepare teams for successful adoption.
Integrate communications, training, stakeholder engagement, readiness assessments, and adoption planning into overall program execution.
Monitor readiness and adoption outcomes and implement corrective actions when needed.
Keep programs focused on achieving business outcomes rather than simply meeting milestones.
Partner with business leaders to establish success metrics, benefits, KPIs, and value realization plans.
Track outcomes through implementation and stabilization to ensure expected benefits are achieved.
Contribute to the continued evolution of Finance Digital Enablement’s delivery methodologies, governance practices, tools, and standards.
Identify opportunities to improve program management effectiveness and organizational execution capabilities.
Share lessons learned and best practices across the transformation portfolio.