Job Summary
The Senior Project Manager, Technology Services, is responsible for leading highly complex enterprise-level technology programs across multiple clients. This role combines deep domain understanding of insurance operations with strong delivery leadership to drive successful implementations, migrations, integrations, and modernization initiatives across core systems, data platforms, and AI/automation solutions.
The Senior Project Manager serves as a trusted advisor to clients and internal leadership, defines and oversees project delivery frameworks, anticipates challenges, drives solutions, and mentors junior staff, and ensures technology initiatives deliver measurable operational and financial impact while maintaining regulatory compliance and business continuity.
Client Delivery & Program/Project Leadership
- Define, oversee, and govern multiple concurrent client projects of high complexity and strategic importance.
- Establish and implement best practices, frameworks, and governance models for program/project delivery.
- Develop and manage integrated project roadmaps across workstreams.
- Manage project timelines and resources effectively to ensure project delivery within defined parameters.
- Drive adoption of standardized processes, tools, and templates across engagements.
- Proactively manage project risks and issues, identifying opportunities for efficiency, and developing and implementing appropriate mitigation, escalation, and automation plans.
- Monitor and control budgets, timelines, and scope, ensuring alignment to client strategy and contractual agreements.
- Ensure organizational resources are aligned to business and client priorities.
Solution & Capability Development
- Contribute to the evolution of insurance technology service offerings such as:
- Core system implementation and optimization (e.g., Guidewire, Duck Creek, Vertafore, Applied)
- Data migration, conversion factories, and M&A integration support
- Intelligent automation (RPA, workflow, AI-assisted underwriting and servicing)
- Analytics and reporting modernization
- Support pre-sales efforts including solution design, estimates, proposals, and executive presentations
- Partner with executive leadership to support and drive strategic and growth initiatives
- Influence internal investments in accelerators, tools, and program/project management-specific IP
Client & Executive Engagement
- Develop and maintain trusted relationships partner relationships with client executives and stakeholders.
- Serve as a strategic advisor to clients, aligning project delivery with business goals, demonstrating an understanding of client s unique business goals and activity.
- Manage escalations with diplomacy and a solution-oriented approach.
- Provide transparent, executive-level reporting and communication on project status.
- Collaborate with clients to reprioritize or realign work as business needs evolve.
Teamwork & Collaboration
- Promote best practices in change management, testing, training, and adoption
- Foster a respectful and collaborative environment by upholding professionalism and engaging in constructive and respectful conversations.
- Support a positive workplace culture by promoting open, solution-oriented communication, encouraging teamwork, and maintaining a focus on shared goals and productivity.
- Encourage knowledge sharing, training, and professional development across delivery teams
- Model effective stakeholder management and problem-solving approaches.
- Establish delivery standards, accelerators, and governance frameworks
- Drive skills development in insurance platforms, data conversion, integrations, and automation tools
Working Experience required and preferred:
- 10+ years of relevant experience in software implementation or program/project management within IT/software delivery environments.
- 5 years experience managing enterprise-scale, multi-stakeholder, or high complexity projects
- Strong understanding of insurance operations across underwriting, policy administration, billing, claims, or agency workflows is preferred
- Proven experience leading insurance system implementations or modernization programs
- Experience managing complex data migrations and system cutovers
- Hands-on experience with insurance platforms such as Guidewire, Duck Creek, Vertafore, Applied Epic, or similar
- Experience supporting M&A-driven system consolidation and data conversion
- Familiarity with regulatory and compliance considerations in insurance technology programs
- Experience with Agile, SAFe, or hybrid delivery models
Behavioral/technical skills; Competencies
- Strong Project Management and/or Software/IT background.
- Expertise in project management methodologies (traditional and agile).
- Proficiency in project management tools (Asana, Monday, ClickUp, Slack, etc.).
- Strong leadership skills; ability to influence without direct authority.
- Excellent written and verbal communication skills, with ability to tailor messages to executive audiences.
- Strong problem-solving, analytical, and strategic thinking skills.
- Ability to adapt quickly to changing priorities and complex client demands.
- Experience working both independently and in a team-oriented, collaborative environment.
- Skilled at building alignment across diverse stakeholders and organizations.
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