Management Liability Practice Leader

Does it ever feel like you’re underwriting with one hand tied behind your back? Tired of the struggles and inefficiencies associated with legacy systems and processes? Spending too much of your time and energy navigating corporate politics? All leaving your efforts to innovate and deliver underwriting excellence languishing?

At Ledgebrook, we believe a career in underwriting can be so much more. You bring the passion and entrepreneurial spirit; we’ll provide the platform to unleash the very best of your talents and skills. Ownership, autonomy, purpose - apply now to supercharge your career at Ledgebrook.

About the Role

We're seeking an entrepreneurial Management Liability Practice Lead to build and scale a profitable book of business from the ground up as part of our growing Specialty Lines team.

Working closely with our Head of Specialty, you will drive product development, establish wholesale broker relationships, and eventually assemble a team to support future growth. This fully remote role offers total autonomy to leverage your underwriting expertise and industry network while collaborating with internal tech, actuarial, and operations teams to challenge traditional insurance norms. The actual job title can be tailored to your specific experience.

What You'll Do:

• Proven E&S Underwriter – Demonstrate 10+ years of wholesale E&S management liability experience, managing both primary and excess offerings for long-term portfolio profitability.
• Player-Coach Leader – Balance desk-level underwriting and broker development with the ability to recruit talent and negotiate reinsurance treaties.
• Analytical Portfolio Manager – Utilize qualitative data, class-of-business trends, and venue dynamics to drive strategic, risk-differentiated decision-making.
• Master Communicator – Translate complex insurance concepts into persuasive presentations for both technical and non-technical external stakeholders.
• MGA & Startup Ready – Thrive in a fast-paced environment where holding an E&S broker's license and having delegated authority experience gives you a head start.
• Builder Mindset – Bring energy, passion, and a growth-oriented approach to actively shape the future of insurance at Ledgebrook.
• Team Player in Ambiguity – Wear multiple hats comfortably, navigating hurdles and adapting as part of a collaborative startup environment.
• Solution-Oriented & Humble – Focus on solving problems rather than assigning blame, owning mistakes while remaining future-focused.
• High-EQ Collaborator – Connect easily with others through exceptional interpersonal skills and clear communication, both internally and externally.
• Voracious Learner – Collaborate with partners in Actuarial & Technology to understand pricing methodologies and account analytics to bolster the quality of underwriting decisions.

About you

About You:

We love working with people who are eager to learn constantly and genuinely excited about the chaotic, rewarding process of building a company from the ground up.

You’ll be a great fit if you bring:

• A Strong Moral Compass: You believe in doing the right thing, period. We have a strict zero-tolerance policy for toxic behaviors.
• Customer-First Empathy: You are passionate about delivering an exceptional experience to everyone you work with, both inside and outside the company.
• Intellectual Curiosity: You naturally question the status quo and love finding innovative ways to solve problems.
• A Growth Mindset: You possess a hunger for continuous learning and want to constantly expand your skillset.
• Urgency & Prioritization: You can pivot quickly and balance the need to get things right with the speed of getting them done right now.
• A Solution-Oriented Outlook: When things go wrong, you don't look for blame—you immediately focus on how to fix it.
• Transparent Communication: You value honesty, clarity, and open feedback.
• Team-First Energy: You want to win together as a high-performing team and actively build connections across our remote locations.

Requirements

Must Haves:

• 10+ Years Wholesale E&S Experience: Proven track record of building and managing a profitable management liability book across both primary and excess offerings.
• Player-Coach Leadership: Strong desk-level underwriting skills paired with the ability to recruit quality talent and drive broker relationships.
• Technical Portfolio Management: In-depth knowledge of underwriting practices, using qualitative/quantitative data to evaluate venue, class, and emerging market trends.
• Advanced Communication & EQ: Exceptional interpersonal and presentation skills to explain complex concepts to technical and non-technical audiences alike.
• Startup Adaptability: High comfort level with ambiguity, wearing multiple hats, and collaborating humbly in a fast-paced environment.

Nice To Haves:

• MGA & Delegated Authority Experience: Prior exposure to working within an MGA or delegated underwriting authority structure.
• Reinsurance Expertise: Established reinsurance treaty relationships and hands-on experience with treaty negotiations.
• Licensing: Active Surplus Lines/E&S Broker's License(s) (or willingness to obtain them quickly).

Benefits

US Benefits 

• Full remote flexibility and asynchronous work culture.
• Unlimited PTO and fully paid sick leave.
• Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options.
• Additional financial protection and retirement benefits, including a 401(k), company-paid life insurance, and disability coverage.

Compensation

Compensation:

• The base salary range for this position is $165,000-215,000 This is a good-faith compensation range based on what Ledgebrook reasonably expects to pay for this position at the time of this posting. Actual compensation may vary based on a variety of relevant factors including but not limited to experience, qualifications and geographic location.
• Employees in this position are eligible to participate in Ledgebrook’s equity incentive program.

For Candidates Applying From The U.S.:

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 sponsorship at this time.

Ledgebrook may use Artificial Intelligence (“AI”) as part of the job application process, including to assist us in evaluating your application. AI is used as a support tool, and hiring decisions are made by human recruiters. By submitting your information, you acknowledge that the company may use AI tools as part of our evaluation. If you need a reasonable accommodation or alternative review process because of a disability or other legally protected basis, contact hiring@ledgebrook.com. Requesting an accommodation will not negatively affect your application.