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Remote Underwriting Training Program Jobs (NOW HIRING)

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Remote Underwriting Training Program information

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How much do remote underwriting training program jobs pay per hour?

As of Aug 11, 2026, the average hourly pay for remote underwriting training program in the United States is $30.69, according to ZipRecruiter salary data. Most workers in this role earn between $30.05 and $30.05 per hour, depending on experience, location, and employer.

What is the daily structure and team environment like in the remote underwriting training program?

As a participant in a Remote Underwriting Training Program, you’ll typically engage in a combination of structured online learning sessions, interactive case studies, and mentorship with experienced underwriters. Daily tasks may include reviewing sample applications, evaluating documentation, participating in virtual team meetings, and completing assignments or assessments to build your decision-making skills. Although the role is remote, you’ll regularly collaborate with trainers and classmates through video calls, group chats, and online platforms to foster a sense of community and shared learning. This structured yet flexible environment is designed to support your professional development and prepare you for full underwriting responsibilities upon completion of the program.

What skills and qualifications are needed for the remote underwriting training program?

To excel in a Remote Underwriting Training Program, candidates should possess strong analytical skills, attention to detail, and a foundational understanding of financial or insurance concepts, often supported by a bachelor’s degree in business, finance, or a related field. Familiarity with underwriting software, risk assessment tools, and proficiency in Microsoft Office Suite are commonly required, while relevant certifications such as CPCU can be advantageous. Excellent communication, self-motivation, and time management skills help individuals thrive in a remote, collaborative environment. These attributes are vital for accurate risk assessment, effective virtual teamwork, and efficient workflow in the remote insurance underwriting process.

What is a remote underwriting training program?

A Remote Underwriting Training Program job is a structured learning opportunity designed to train individuals in the fundamentals of underwriting while working remotely. Participants typically receive instruction on risk assessment, loan or insurance evaluation, and industry guidelines. These programs may be offered by financial institutions, mortgage companies, or insurance firms to prepare trainees for underwriting roles. Training can include virtual coursework, mentorship, and hands-on case studies to develop necessary skills. Upon completion, trainees may transition into full-time underwriting positions.

More about Remote Underwriting Training Program jobs
What cities are hiring for Remote Underwriting Training Program jobs? Cities with the most Remote Underwriting Training Program job openings:
What states have the most Remote Underwriting Training Program jobs? States with the most job openings for Remote Underwriting Training Program jobs include:
Infographic showing various Remote Underwriting Training Program job openings in the United States as of August 2026, with employment types broken down into 81% Full Time, 13% Part Time, and 6% Contract. Highlights an 100% Remote job distribution, with an average salary of $63,838 per year, or $30.7 per hour.

Underwriting Training and Development Specialist (Speciality Lines)

Ledgebrook

Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 12 days ago


Job description

Description
Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.
Our long-term vision is to become a diversified full stack Specialty re/insurer competing with legacy carriers in product lines & markets across the globe. To get there, Ledgebrook builds its premium base by rolling out a new Specialty product every ~6 months until we prove enough traction to raise a balance sheet, become a full stack carrier and eventually compete in the reinsurance markets. Our initial product is a domestic primary and excess GL E&S policies sourced via wholesale brokers.
At Ledgebrook, everything we do is driven by our culture: Care, Strive, Thrive Together. To succeed in modernizing the industry, we must first succeed in changing the way we do business. Talent density is our north star; fewer, better people working together as one. To that end we've replaced all individual incentives with generous equity packages. We play as a team, we win as a team. Everyone benefits handsomely from Ledgebrook's success.
Ledgebrook is a fully-remote US based company backed by top venture and family office investors including Brand Foundry, American Family Ventures, Duquesne Family Office, and Stephens Group. We're a fully remote team prioritizing impact, ownership, and collaboration.
About the Role
Ledgebrook seeks a Training and Development Specialist to join the Underwriting Excellence team. This role sits within the LBU Team and is responsible for the implementation and coordination of internal training programs, specifically for our Professional Liability product.
Help foster a culture of learning, quality, and accountability.
Key Responsibilities
  • Curriculum Development for Ledgebrook University
  • Create comprehensive training materials (presentations, manuals, video conferencing, and in-person sessions) for new and current underwriting staff to improve underwriting skills, system proficiency and compliance knowledge.
  • Expand and grow content for e-learning, virtual instructor-led training, and in-person workshops.
  • Update training materials regularly to reflect changes in appetite and internal software/systems.
  • Collaborate within the Underwriting Excellence team to determine training, technology, and process improvement needs.
  • Ensure adherence to internal underwriting guidelines and external regulatory requirements.
  • Training Logistics & Scheduling
  • Coordinate and schedule virtual onboarding and training sessions for new hire UWs with LBU Officer, subject matter experts and other identified stakeholders.
  • Manages all aspects of in person workshops (Road Shows), including but not limited to site selection, budget oversight, and execution of on-site logistics.
  • Promotion of upcoming training opportunities and workshops to employees to ensure high participation.
  • Training Delivery
  • Facilitates training on insurance appetite and company-specific systems.
  • Onboarding Support: Assist in onboarding new hires, providing necessary training, and ensuring compliance.
  • Help foster a culture of learning, quality, and accountability.
  • Maintaining, tracking, and updating employee training records
  • Needs Assessment & Analysis
  • Collaborate within the UW Excellence Team to identify skill gaps, performance issues, and training needs within the Underwriting team.
  • Regularly seeking and acting on feedback from trainees and stakeholders.

Requirements
As a future Ledgebrook Training and Development Specialist, your experience and qualifications should include:
  • Previous experience as a Professional Liability Underwriter (3-5 years) or a Professional Liability Subject Matter Expert - Allied Healthcare, Miscellaneous PL (Real Estate, Insurance Agents/Brokers, Consultants), or Cyber Liability.
  • Ability to design and produce instructional materials, including educational modules, onboarding resources, and standard operating procedures (SOPs).
  • Strong project management and scheduling skills to handle multiple training initiatives.
  • Excellent verbal and written communication skills for instructing and presenting.
  • Skilled in diverse learning technologies, including LMS, e-learning platforms, and video conferencing tools.
  • Demonstrates flexibility in response to evolving technology, underwriting appetite, and organizational objectives.
  • Strong interpersonal skills to engage trainees and work with other subject matter experts.

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.
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
  • 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

Compensation
  • Base Salary Range $75,000-$100,000. 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.
  • Employees in this position are eligible to participate in Ledgebrook's equity incentive program.