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Project Manager, Enterprise Transformation
Haylor, Freyer & Coon
Operations
USD 115k-175k / year
Posted on Apr 24, 2026
OVERVIEW
RESPONSIBILITIES
QUALIFICATIONS
ADDITIONAL INFORMATION
Location Type
Remote
Project Manager – Enterprise Transformation
Remote | National collaboration required
At Alera Group, we help businesses navigate risk with confidence. As we continue to evolve and scale, our Enterprise Transformation Office plays a critical role in driving strategic initiatives that improve how we operate and deliver for our clients. We’re hiring a Project Manager, Enterprise Transformation to support the planning, coordination, and execution of enterprise-wide transformation efforts.
This role is ideal for someone who thrives in a fast-paced, highly collaborative environment and brings strong execution discipline, organization, and communication skills to complex initiatives.
About Alera Group
Founded in 2017, Alera Group has grown to become the 14th largest broker of U.S. business. We are passionate about our clients’ success in Employee Benefits, Property & Casualty Insurance, Retirement Plan Services, and Wealth Services. With offices nationwide, our collaborative approach allows us to deliver national strength with local service.
About the Role
The Project Manager, Enterprise Transformation plays a key role in ensuring transformation initiatives are well-planned, effectively tracked, and delivered on time. You’ll partner closely with Transformation leadership, workstream leads, technology teams, and functional stakeholders to keep initiatives aligned, organized, and moving forward.
This role enables leaders to focus on strategic decisions while you drive execution — ensuring clarity, accountability, and momentum across workstreams.
What to Expect
- Opportunity to work on high-impact, enterprise-wide initiatives
- Close partnership with senior leadership and cross-functional teams
- A fast-paced environment where organization and execution drive success
- Competitive compensation and comprehensive benefits package
- A collaborative culture focused on continuous improvement and transformation
Why Alera Group
Meaningful Impact
Your work directly contributes to how we evolve as an organization, improving processes, systems, and client outcomes at scale.
Growth & Learning
You’ll gain exposure to enterprise-level transformation initiatives and expand your experience across business and technology functions.
Collaborative Culture
You’ll work alongside engaged leaders and teams who value partnership, transparency, and shared success.
If you’re someone who enjoys bringing structure to complexity and driving meaningful progress across teams, we’d love to connect.
RESPONSIBILITIES
What You’ll Do
Delivery & Workstream Management
- Own and maintain detailed project and workstream plans, including milestones, dependencies, and deliverables
- Ensure plans are realistic, current, and aligned with enterprise transformation priorities
- Track progress, identify risks to timelines or scope, and partner with stakeholders on recovery actions
Schedule, Risk & Dependency Management
- Maintain visibility into key milestones, priorities, and upcoming decisions
- Own and manage RAIDD logs, proactively escalating risks, issues, and blockers
- Track and coordinate dependencies across teams to minimize disruption
Governance, Reporting & Execution Discipline
- Develop clear, concise status reports and materials for leadership and governance forums
- Support operating cadence through meeting coordination, agenda preparation, and decision tracking
- Maintain visibility into actions, ownership, and follow-through
Cross-Team Coordination & Alignment
- Align plans, reporting, and assumptions with Transformation Management Office standards
- Coordinate across business, technology, and external partners to support integrated delivery
- Partner with Change Management and Communications to align execution with adoption and readiness
Continuous Improvement
- Contribute to the refinement of transformation delivery practices, tools, and standards
- Identify opportunities to improve execution efficiency and team effectiveness
QUALIFICATIONS
What You Bring
Required
- Bachelor’s degree or equivalent professional experience
- 5+ years of project or program management experience
- Experience supporting enterprise transformation or large-scale business/technology initiatives
- Strong planning, organization, and time management skills
- Excellent communication and stakeholder management capabilities
Preferred
- Experience working in a matrixed or multi-functional organization
- Familiarity with transformation frameworks, governance models, or PMO structures
- Exposure to change management practices and cross-functional program delivery
Core Competencies
- Strong project and workstream management discipline
- Execution focus with attention to detail and follow-through
- Risk identification and problem-solving mindset
- Collaborative approach with strong stakeholder communication
- Results-oriented with the ability to manage competing priorities
Equivalent combinations of education and experience will be considered.
ADDITIONAL INFORMATION
Compensation:
Salary range: $115,000 – $175,000 per year
Eligible for performance-based bonus: Yes
Benefits:
Alera Group offers comprehensive benefits including medical, dental, vision, life and disability coverage, 401(k), generous PTO, and more.
Work Model:
This role is Remote
Professional Development – Alera Group Academy
At Alera Group, growth isn’t left to chance. Through Alera Group Academy, we provide structured development opportunities designed to help you expand your expertise and build a meaningful career.
You’ll have access to:
Role-specific learning paths
Leadership development programs
Technical and compliance training
Industry certifications and continuing education support
Peer learning and knowledge-sharing communities
Whether you’re deepening technical expertise or preparing for leadership, we’re invested in helping you grow.
We're an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status, or any other protected class.
Alera Group is committed to protecting your privacy. Please review our Privacy Policy to understand what personal information we may collect and use as part of your application process.
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Location Type
Remote