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 Director, People Strategy & Operations to support our Chief Administrative Officer (CAO). The ideal candidate is a strategic leader with exceptional organizational, communication, and problem-solving skills. This role involves providing crucial support to the CAO, overseeing critical projects, and ensuring smooth operations across various teams overseen by the CAO – People (HR), Corporate IT, Facilities, and Legal. 

As the Director, People Strategy & Operations, you will play a multifaceted role, serving as a trusted advisor, key planner, and decision-maker. Your responsibilities will span a broad range of activities, from collaborating on administrative tasks to actively participating in high-level initiatives. If you have a passion for creating environments where people can thrive and are eager to join a dynamic team transforming the insurance industry, we’d love to hear from you. This role could be your next great opportunity! 

We want you if you are:

• Adaptable and flexible, ready to adjust to changing priorities and business demands.
• Highly organized, able to manage multiple projects simultaneously while prioritizing tasks effectively.
• Capable of working well under pressure and consistently meeting tight deadlines.
• A proven leader with the skills to influence and collaborate with cross-functional teams.
• Discreet and trustworthy, with a strong commitment to maintaining confidentiality.

What you’d be doing:

• Provide analysis, recommendations, and strategic insight on a variety of issues as a key advisor.
• Assist in developing and implementing operational and strategic plans.
• Hold team members accountable to bridge the gap between strategy and execution, ensuring the timely and effective implementation of strategic initiatives.
• Understand the needs of the team and work proactively to remove roadblocks that hinder their progress. 
• Act as a proxy in meetings and communications, representing viewpoints and making decisions when required. Serve as an information funnel and facilitator.  
• Take meeting notes and ensure proper follow-up on action items. Oversee the flow of information to ensure it is sequenced and relevant, while tracking and escalating priority issues when needed. 
• Manage a variety of special projects with organizational impact, collaborating with cross-functional teams to ensure successful completion within deadlines. 
• Compose internal and external communications, encompassing messages, reports, presentations, Excel sheets, and assorted materials, with a focus on meticulousness, data-driven insights, and impeccable design for optimal output. 
• Maintain strict confidentiality and experience regarding all aspects of interactions, including projects, budgeting, staffing, contracts, and vendors. 
• Prioritize conflicting needs and manage multiple tasks with a proactive and outcome-focused approach. 
• Work with the Executive Assistant to manage calendars, schedule meetings, and coordinate travel. 

We’re looking for someone who has: 

• A bachelor’s degree in business, management, or a related field. 
• 8-10 years’ experience demonstrating upward progression in HR operations.  
• Expert communication skills, both written and oral.  
• Strong project management and organizational skills.  

Highly preferred candidates also have: 

• A master’s degree in business, management, or a related field. 
• Prior experience as a Chief of Staff. 
• Project management or leadership certifications, such as CPMP or PMP, are beneficial.