Project Manager, Enterprise Transformation

Alera Group

11h•Remote

About The Position

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. 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. 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.

Requirements

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
Equivalent combinations of education and experience will be considered.

Nice To Haves

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

Responsibilities

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
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
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
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
Contribute to the refinement of transformation delivery practices, tools, and standards
Identify opportunities to improve execution efficiency and team effectiveness