Sr. Project Manager

Overview:  If you're looking for the stability of a profitable, growing company with the entrepreneurial spirit of a startup, we’re hiring. SageSure, a leader in catastrophe-exposed property insurance, is seeking a Senior Project Manager, Strategy Implementation. This exciting role will be pivotal in helping us continue to optimize how we execute against our strategy and allow scale for growth. 

This position offers exposure to leadership via the engagement of key stakeholders across all levels of the organization. If you are results-driven, have a growth mindset, and are enthusiastic about collaborating across the organization to drive business outcomes, we’d love for you to apply. 

What you’d be doing: 

• Drive the development and execution of strategic project roadmaps aligned with corporate OKRs, directly supporting growth initiatives and enterprise integration efforts. 
• Serve as a trusted strategic partner to senior leadership and C-suite executives—translating high-level strategy into actionable, results-driven project plans. 
• Provide program management support for high-impact initiatives, including post-merger integration activities that align people, processes, and platforms across the organization. 
• Collaborate with executive stakeholders to define project objectives, success metrics, and milestones that align with organizational priorities. 
• Participate in executive-level governance forums to deliver strategic updates, integration progress reports, and issue escalation briefings that inform high-level decision-making. 
• Act as a thought leader in strategic planning and project delivery, offering insights and structured approaches to accelerate execution and drive measurable outcomes. 
• Optimize resource planning and cross-functional coordination to ensure initiatives are properly resourced and risk is effectively managed. 
• Lead end-to-end project planning and execution—managing scope, timelines, budgets, resources, and risk mitigation with a focus on transparency and stakeholder engagement. 
• Monitor and manage risks throughout the project lifecycle—proactively escalating issues to maintain momentum and strategic alignment. 
• Conduct post-implementation reviews and lessons learned workshops to continuously refine project delivery practices and inform future strategy and integration efforts. 
• Engage with internal and external stakeholders to understand business needs and design scalable, secure solutions that address enterprise challenges and support long-term strategic goals. 

We’re looking for someone who has: 

• Demonstrated ability to articulate the strategic rationale (“the why”) behind key initiatives, decisions, and project objectives—especially to executive and cross-functional audiences. 
• Strong executive presence with the ability to confidently engage and influence C-suite leaders, fostering alignment around strategic priorities and integration goals. 
• Proven success in building trust-based partnerships across diverse stakeholder groups, including corporate strategy, operations, and integration teams. 
• Exceptional analytical and problem-solving skills; able to think strategically in order to connect high-level business goals with detailed execution plans. 
• Balances long-term vision with day-to-day execution, demonstrating both systems thinking and precision in delivery. 
• Able to lead through ambiguity, drive clarity in complex situations, and guide teams through dynamic or transitional environments (e.g., during post-merger integration). 
• Effective multitasker with strong organizational skills and the ability to manage competing priorities without losing momentum. 
• Comfortable challenging the status quo and developing innovative, scalable solutions to enterprise-level problems. 
• Exceptional written and verbal communication skills, with a focus on clarity, impact, and executive readiness. 

Highly prefe