Job Overview:
The Project Management Leader is responsible for leading Cortavo's Project Management team and ensuring the successful delivery of customer implementations and professional services projects. This role oversees day-to-day project operations, develops project managers, manages project priorities, and partners closely with Engineering, Service Desk, Client Success, Sales, and Billing to deliver an exceptional customer experience.
This is a hands-on leadership position. The Project Management Leader is expected to coach the team, remove roadblocks, improve operational processes, monitor project health, and serve as the escalation point for customer implementations. While they may occasionally manage strategic projects, their primary responsibility is building a consistent, scalable project delivery function through their team.
The Project Management Leader reports directly to the Chief of Staff and indirectly to the CEO.
Responsibilities:
Team Leadership
Lead, coach, and develop the Project Management team through regular 1:1s, performance feedback, and career development
Set clear expectations, priorities, and performance goals for Project Management team
Conduct hiring, onboarding, performance evaluations, and corrective action as needed
Foster a culture of ownership, accountability, collaboration, and continuous improvement
Balance workloads and ensure projects are appropriately assigned
Project Delivery
Oversee the successful execution of customer projects, including:
New client onboarding
Microsoft 365 and Azure migrations
Infrastructure upgrades
Security implementations
Office relocations
Hardware deployments
Network projects
Professional services engagements
Serve as the primary escalation point for implementation issues
Ensure customer expectations are managed appropriately throughout delivery
Monitor the health of the project portfolio and proactively identify risks
Review project plans, milestones, budgets, and resource assignments
Conduct post-project reviews to identify lessons learned and process improvements.
Remove blockers and escalate issues when appropriate
Standardize project documentation, templates, and workflows
Drive adherence to established project management processes and SOPs
Partner with leadership on resource planning and project forecasting
Cross-Functional Collaboration
Partner closely with:
Sales
Review project scope during handoffs
Identify implementation risks before project kickoff
Improve sales-to-delivery transitions
Engineering
Coordinate technical resources
Resolve scheduling conflicts
Improve implementation quality
Client Success
Ensure successful customer transitions
Support expansion opportunities following project completion
Finance & Billing
Ensure projects are ready for billing
Improve project profitability
Track change orders and scope adjustments
Process Improvement
Continuously improve the effectiveness of the project management team by:
Identifying operational bottlenecks
Improving project templates and documentation
Streamlining project workflows
Increasing resource utilization
Reducing implementation delays
Improving cross-functional communication
Recommend improvements to leadership based on project performance data
Reporting & Metrics
Maintain visibility into department performance through regular reporting on key metrics, including:
Active projects
Project backlog
Resource capacity
On-time delivery
Customer satisfaction
Required Skills & Qualifications
Bachelor's degree or equivalent experience
5+ years of project management experience in an MSP, IT services, or technology consulting environment
2+ years of experience leading or mentoring project managers or project coordinators
Proven experience managing multiple concurrent customer implementations
Strong understanding of managed services delivery and customer onboarding
Excellent organizational, communication, and leadership skills
Ability to prioritize competing demands in a fast-paced environment
Preferred Qualifications
PMP certification
ITIL Foundation certification
Experience with Halo PSA or a comparable PSA platform
Experience with Microsoft 365, Azure, networking, and cybersecurity projects
Estimated Usage of Time
30% Team Leadership (1:1s, coaching, performance management, hiring)
30% Project Delivery (status reviews, prioritization, removing blockers, customer escalations)
15% Process Improvement (templates, SOPs)
15% Cross-Functional Collaboration (engineering, sales, client success, accounting)
10% Resource Planning & KPI Reporting
Work Environment
Competitive salary, as well as employer, contributed health benefits
Hybrid work schedule
Access to a Company cell phone plan
A seat on an energetic team that collaborates and pushes each other to be better
A fast-paced but cooperative environment with endless potential for growth
Celebration events for team and Company successes throughout the year