Careers > OPEN POSITION

Associate/Manager, Product Strategy

Remote - US or Canada

At Ledgebrook, we are building an Excess & Surplus 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.

About the Role

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

As an Associate/Manager, Product Strategy, you will lead cross-functional efforts with our underwriting, tech, operations, and reinsurance teams on a variety of go-to-market initiatives. Projects include taking products from ideation to market, industry and competitor research, and more. You will be responsible for project-managing large scale initiatives, conducting deep-dive research, developing and managing roadmaps, and balancing multiple workstreams at once to ensure time-sensitive deliverables are met. 

In this role, you will also partner with senior 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.

About You

Here at Ledgebrook, we’re passionate about building a team that thrives on learning, collaboration, and the excitement of building something from the ground up.

You bring:

  • A passion for delivering world-class service to both internal and external customers
  • Intellectual curiosity and a desire for innovation, rather than following the status quo
  • A hunger for continuous learning and personal growth
  • Agile prioritization skills and a sense of urgency - you balance getting it right with getting it done
  • A strong drive 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 connect and collaborate across remote teams
  • Transparent, honest communication
  • A proactive, solution-oriented mindset - you focus on solving, not blaming


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

  • Strong project management and organizational skills, with the ability to move projects forward on schedule and through ambiguity
  • Excellent written and verbal communication skills, with demonstrated ability to effectively and concisely tell complex stories to an array of audiences
  • Experience preparing executive-level presentations using Microsoft PowerPoint
  • Strategic and analytical mindset capable of leveraging qualitative and quantitative data to develop business cases
  • Collaborative teammate, with ability to influence stakeholders across the organizations
  • Ability to manage multiple priorities in a fast-paced startup environment
  • Property & Casualty insurance experience, a plus


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.

About Ledgebrook

Our next-gen tech stack supports faster, risk differentiated solutions to be crafted and delivered in response to the fast-paced needs of the E&S market. Our data driven approach seeks to unlock more opportunities and value from every submission received, leading to a faster ‘yes’ more frequently, but may also lead to a quick ‘no’.

We are motivated and structured to move faster than traditional insurance organizations. To fully align business objectives with a long-term view that supports our culture and values, all employees will have the opportunity to participate in company ownership through equity grants. We aim to deliver a highly compelling overall employee value proposition and a total compensation package that couples equity grants with base pay and benefits offerings.

At Ledgebrook, as a unified team of company stewards, we will Care, Strive and Thrive together!

What Ledgebrook can offer you

Competitive salary

and meaningful equity ownership

Health Insurance

100% employer-paid option available

Additional benefits

available include 401k plan,  dental, vision & other options

Remote work,

flexible hours

Unlimited

time off policy

Ownership,

autonomy, purpose

What Ledgebrook can offer you

Competitive salary

and meaningful equity ownership

Ownership,

autonomy, purpose

Remote work,

flexible hours

Unlimited

time off policy

Ledgebrook is proud to be part of

How to Apply

Apply Now

Ready to Learn More?

Contact Us