Director, Enterprise Program Management

Jobgether · US

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Director, Enterprise Program Management based in United States.

This is a high-visibility, enterprise-level leadership role responsible for driving the success of a complex, multi-workstream customer implementation at scale. You will own the end-to-end delivery of a strategic program spanning onboarding, configuration, training, data migration, integrations, and rollout across a large multi-location environment. The role combines executive customer leadership with hands-on program governance, requiring strong operational rigor and the ability to navigate ambiguity in high-stakes delivery environments. You will act as the primary escalation and alignment point for senior customer stakeholders while coordinating a large cross-functional internal team. Success in this role directly impacts customer go-live outcomes, long-term adoption, and commercial expansion potential. This is a role for a seasoned operator who thrives in complexity, leads through influence, and brings structure to fast-moving enterprise deployments.

Accountabilities:

Own end-to-end program delivery for a strategic enterprise customer, from kickoff through go-live and post-launch phases, ensuring alignment on scope, timeline, and success criteria.
Lead governance across all program workstreams including onboarding, configuration, training, data migration, integrations, rollout execution, and post-launch support.
Serve as the primary executive point of contact for the customer, managing stakeholder alignment, expectation setting, and resolution of complex or ambiguous issues.
Chair weekly program stand-ups, steering committee meetings, and executive reviews, ensuring clear visibility into progress, risks, and dependencies.
Maintain and actively manage program risk registers, proactively identifying issues and driving mitigation strategies across internal and external teams.
Lead and coordinate cross-functional delivery teams across implementation, customer success, training, support, product, and engineering stakeholders.
Ensure accountability for milestone delivery, including successful multi-office go-live, user enablement, integration validation, and transition into Phase II.
Define and track program success metrics, including adoption, operational readiness, and customer health indicators through post-go-live phases.
Oversee resource planning and execution to ensure delivery capacity aligns with aggressive timelines and scaling demands.
Position the engagement for long-term expansion and successful transition into broader enterprise deployment phases.

Requirements:

10+ years of experience leading complex enterprise SaaS implementations, professional services programs, or customer success delivery functions with program-level accountability.
Proven experience managing large-scale, multi-location deployments (100+ sites or equivalent) with tight timelines and senior executive stakeholders.
Strong expertise in program governance, including risk management, dependency tracking, milestone reporting, and executive-level communication.
Demonstrated ability to lead cross-functional teams across implementation, customer success, training, and support functions with full accountability for outcomes.
Exceptional stakeholder management skills, with experience engaging and influencing senior customer executives in high-pressure environments.
Strong problem-solving skills with the ability to operate effectively in ambiguity and make sound decisions under pressure.
Excellent written and verbal communication skills, with the ability to adapt messaging between executive steering committees and operational delivery teams.
Preferred: experience in accounting, professional services, or practice management software environments, or familiarity with multi-tenant SaaS deployment models.
Preferred: experience working with large enterprise rollouts involving integrations and complex organizational structures such as franchise or multi-office networks.

Benefits:

Competitive base salary range of $220,000 – $250,000 USD
Equity eligibility as part of total compensation package
Fully remote work flexibility across the United States
Comprehensive health, dental, and vision insurance with employer contributions
401(k) retirement plan with company matching
Flexible time off policy with an encouraged 4-week minimum usage
Paid parental leave (up to 8 weeks)
Home office stipend to support remote work setup
Flexible spending account (FSA) options
Strong emphasis on learning, development, and internal career progression
Inclusive, collaborative, and globally distributed work culture.

Program Management pay context

Based on 1,234 disclosed Program Management salaries on RoleSuite, the role pays a median of $153K/year, with most offers between $124K and $193K (10th–90th percentile: $96K–$225K).

This posting lists $220K–$250K, above the $153K market median.

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Director, Enterprise Program Management

Accountabilities:

Requirements:

Benefits:

Program Management pay context

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