ledgebrook
ledgebrook14h ago
New

Cyber Underwriter

United StatesUnited States·Chicagomid
OtherUnderwriter
0 views0 saves0 applied

Quick Summary

Requirements Summary

2+ years experience as a cyber,

Technical Tools
OtherUnderwriter

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. Together, we’ll celebrate and reward success! Are you intrigued? Then read on and apply now to advance your career at Ledgebrook.

About the Role

~1 min read

We are seeking experienced Cyber, Tech and MPL underwriting talent to join our growing team whose mission is focused on building a profitable book of specialty lines business. Our vision is to deliver market relevant solutions to our key wholesale trading partners in a more frictionless environment that places an emphasis on efficiencies and quality to meet or exceed our broker’s overall needs in a risk differentiated manner. If you possess an entrepreneurial passion that includes a proven track history of delivering underwriting excellence and are seeking an opportunity to break out of the traditional insurance company mould, we’re looking for you!

As a member of the Specialty Lines team, you will regularly interact with our wholesale trading partners over the phone, virtually and in-person to drive submission flow and convert on the best opportunities quoted. We are looking for disciplined underwriting candidates that possess a strong overall cyber liability background with experience underwriting risks of all industries and sizes.

Here at Ledgebrook we’re passionate about creating a team that thrives on continuous learning and shares our excitement about building a company from the ground up. We’re looking for people to join us with:

  • 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

Requirements

~2 min read

As a future Cyber Liability Underwriter, your experience and qualifications must include:

  • 2+ years experience as a cyber, tech and/or MPL underwriter
  • Experience working in the E&S market
  • Ability to work as a team player or independently in a fast-paced work environment
  • Deep wholesale broker trading relationships
  • Effective communication skills to articulate our appetite and develop wholesale broker relationships
  • Understanding of pricing and risk selection criteria to achieve underwriting profit
  • Advanced understanding of data analysis and execution of portfolio management objectives
  • Intellectual curiosity, problem solving skills, and a sense of urgency
  • Responsive, customer service focused mindset and behaviors
  • Ability to make timely decisions with appropriate information and consultation
  • A strong entrepreneurial drive and desire to build and win together as a high performing team
  • Ability to travel to meet with assigned brokers or with the broader team to participate in industry conference or events

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.

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.

What We Offer

~1 min read
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
A high degree of ownership, autonomy, and the opportunity to help build and shape a growing company
The chance to make a meaningful impact while working alongside an ambitious, high-performing team
Exposure to the challenges and opportunities of a fast-growing startup environment
Base Salary Range $75,000-120,000 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 experience, qualifications, geographic location and other relevant factors. The salary range is for a full time position but we are open to 4 days/week.
Employees in this position are eligible to participate in Ledgebrook’s equity incentive program.

Location & Eligibility

Where is the job
Chicago, United States
On-site at the office
Who can apply
US

Listing Details

Posted
July 8, 2026
First seen
July 8, 2026
Last seen
July 8, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
52%
Scored at
July 8, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust
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ledgebrookCyber Underwriter