Director, Enterprise Program Management
Swooped · United States · 4 days ago
RemoteRemoteManagement$220k–$250k/yrFull-time
About the role
The Managing Director is the accountable leader for the end-to-end success of a significant program for a strategic customer. Reporting directly to the CCO, this role owns the plan, the people, the customer relationship, and the outcomes from kickoff through go-live and into Phase II and beyond. This is a high-visibility, high-stakes assignment requiring a seasoned operator who can run a complex, multi-workstream program while simultaneously managing a strategic customer relationship.
Responsibilities
- Serve as the single point of accountability from the POC to full deployment and beyond.
- Drive and govern the master project plan across: Onboarding & Configuration, Training & Enablement, Data Migration, Integration, Rollout Execution, Support, and Reporting.
- Chair weekly program stand-ups, steering committee sessions, and executive check-ins.
- Own risk identification, escalation, and resolution.
- Act as the primary executive-level contact for the strategic customer stakeholders throughout the engagement.
- Build trust and alignment with project sponsors, operations leads, and office champions.
- Navigate competing priorities, stakeholder ambiguity, and scope discussions with clarity and confidence.
- Represent Karbon's capabilities, roadmap, and commitment with credibility at every level of the customer’s organization.
- Lead and coordinate a cross-functional Karbon team including: Project Management, Implementation, CS, Training, and Support, with collaboration across Product and Engineering.
- Ensure clear role ownership and handoffs across the multi-office implementation for the POC and all elements of Phase II.
- Identify and resolve resource gaps as the program scales through the June–August high-volume rollout window for the POC and Phase II.
- Deliver Go-Live for all offices by the target date, with users trained, data migrated, and integrations validated and converted to Phase II.
- Maintain a live risk register and ensure confidence levels across nine identified program risks remain within acceptable thresholds.
- Drive post-go-live health reporting through Fall 2026, producing the POC wrap-up deliverable for executive review.
- Define what POC success looks like and position the engagement for conversion to a full commercial deployment.
Requirements
- 10+ years of experience leading complex enterprise SaaS implementations or customer success programs, with P&L or program-level accountability.
- Demonstrated success managing multi-workstream deployments with 100+ end-user locations, tight deadlines, and senior customer stakeholders.
- Strong command of project governance: risk management, dependency tracking, milestone reporting, and executive communication.
- Experience directly leading and managing cross-functional teams, with full people management authority over implementation, CS, training, and support functions.
- Track record of navigating ambiguous, high-stakes situations and making sound decisions under pressure.
- Exceptional communication skills - equally effective in a steering committee with a strategic customer and an internal team stand-up.
- Background in practice management, accounting, or professional services technology.
- Familiarity with Karbon or comparable workflow/work management platforms.
- Experience with enterprise rollouts involving custom integrations and multi-tenant architectures.
- Prior experience with large franchise networks or tax/accounting industry clients.
Qualifications
- Experience with enterprise rollouts involving custom integrations and multi-tenant architectures.
- Prior experience with large franchise networks or tax/accounting industry clients.
Skills
- Project Governance
- Risk Management
- Dependency Tracking
- Milestone Reporting
- Executive Communication
- Customer Success Programs
- Enterprise SaaS Implementations
- Complex Program Management
- Team Leadership
- Stakeholder Management
- Communication Skills
- High-Stakes Decision Making
- Dealing with Ambiguity
- Collaboration
- Multi-Office Implementation
- Resource Management
- Go-Live Delivery
- Post-Go-Live Health Reporting
- Program Risk Management
- Customer Relationship Management
- Customer Engagement
- Customer Success
- Customer Satisfaction
- Customer Retention
- Customer Service
- Customer Support
- Customer Experience
- Customer Journey Mapping
- Customer Feedback
- Customer Journey Optimization
- Customer Journey Design
- Customer Journey Analysis
- Customer Journey Analytics
- Customer Journey Insights
- Customer Journey Strategy
- Customer Journey Planning
- Customer Journey Execution
- Customer Journey Monitoring
- Customer Journey Evaluation
- Customer Journey Improvement
- Customer Journey Innovation
- Customer Journey Transformation
- Customer Journey Evolution
- Customer Journey Evolutionary Thinking
- Customer Journey Evolutionary Strategy
- Customer Journey Evolutionary Planning
- Customer Journey Evolutionary Execution
- Customer Journey Evolutionary Monitoring
- Customer Journey Evolutionary Evaluation
- Customer Journey Evolutionary Improvement
- Customer Journey Evolutionary Innovation
- Customer Journey Evolutionary Transformation
- Customer Journey Evolutionary Evolution
- Customer Journey Evolutionary Development
- Customer Journey Evolutionary Growth
- Customer Journey Evolutionary Expansion
- Customer Journey Evolutionary Expansionism
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