Associate / Manager, Strategic Initiatives

At Ledgebrook, we are building an Excess & Surplus (E&S) lines insurance company that combines deep underwriting and pricing expertise with a modern tech platform fit for the future of insurance– truly a best of both worlds approach. Our speed and service underpin every decision we make, and our rapidly growing team is a testament to our value proposition resonating with the market. You bring the passion and entrepreneurial spirit, and we’ll provide the opportunity to unleash the very best of your talents and skills. Apply now to advance your career at Ledgebrook.

Ledgebrook is seeking an experienced Associate / Manager, Strategic Initiatives to join our Product & Data team. In this role, you will coordinate with internal and external stakeholders to execute on key strategic initiatives, lead strategic efforts to launch new insurance products and data tools, and build executive-level presentations that drive the story of Ledgebrook forward.

As an Associate / Manager, Strategic Initiatives, you will partner with functional leaders across the organization (including pricing and analytics, engineering, data excellence, operations, legal and compliance) to help shape the future of Ledgebrook’s data and technology advantage. You will be responsible for identifying and prioritizing cross-functional opportunities, and act as a lead project manager on key initiatives such as data migrations and enhancements, large scale technology roll outs and change management, data governance initiatives, etc. 

In this role, you will also engage with leadership to develop presentations and content that outline Ledgebrook’s strategic vision and business results to our Board of Directors, investors, and business partners. As part of these efforts, you will develop and exhibit a deep understanding of our enterprise-wide strategic initiatives and build business cases to influence the next stage of our journey.  

In addition to these core responsibilities, you will also provide ad hoc support to key company events, such as partner summits and offsites, which help shape the culture and direction of Ledgebrook.

We’re looking for people to join us with:

• Desire to be part of a forward-thinking finance team embracing AI and automation
• A passion for delivering world-class customer service to our internal and external customers
• Intellectual curiosity and a strong desire for innovation, rather than following the status quo
• A hunger for continuous learning and opportunities to grow 
• Agile prioritization skills coupled with a keen sense of urgency - we balance getting it right with getting it done right now
• A strong drive and desire to win together as a high-performing team
• A moral compass to "do the right thing, period." We have zero tolerance for toxic behaviors
• An eagerness to actively participate and connect with the whole team, across remote locations
• An honest, transparent communication style

A proactive, solution-oriented mindset. We don’t look for blame, we look for the solution

We are looking for candidates with a collaborative approach, familiarity with insurance data, and a unique ability to drive strategic, enterprise-level initiatives forward. Some specific experiences and skills include:

• 5+ years of professional experience
• Strong project management and organizational skills, with the ability to move projects forward on schedule and through ambiguity
• Familiarity with insurance data, reporting standards, and key performance metrics
• Experience preparing executive-level presentations using Microsoft PowerPoint
• Collaborative teammate, with ability to influence stakeholders across the organizations
• Ability to manage multiple priorities in a fast-paced startup environment
• Strategic and analytical mindset capable of leveraging qualitative and quantitative data to develop business cases
• Prior Property & Casualty insurance experience

Please note: This position is open only to candidates who are authorized to work in the United States without the need for current or future employer-sponsored work authorization. We are unable to offer visa sponsorship at this time.

• Competitive salary and meaningful equity
• Completely remote, flexible schedule
• Unlimited paid time off
• Clear ownership and impact from day one
• Collaborative, transparent work culture