Group 1001 is a consumer-centric, technology-driven family of insurance companies on a mission to deliver outstanding value and operational performance by combining financial strength and stability with deep insurance expertise and a can-do culture. Group1001’s culture emphasizes the importance of collaboration, communication, core business focus, risk management, and striving for outcomes. This goal extends to how we hire and onboard our most valuable assets – our employees.
Why This Role Matters:
The Director of Reinsurance Underwriting plays a crucial role in the growing reinsurance segment, supporting the evaluation and management of reinsurance transactions. This is a fast-paced and challenging position involving the screening and vetting of the transaction pipeline, assessing risk and reward balances, and assisting in the underwriting of both renewal and new transactions. The Director of Reinsurance Underwriting will collaborate with various teams to conduct in-depth analysis, setting up transaction models, review contracts, and assist in drafting transaction memos. The successful candidate will possess strong analytical skills, risk mind-set, and effective communication abilities to excel in this dynamic and challenging role.
This position has a hybrid work schedule of working in RVI's Stamford, CT office two days a week.
How You'll Contribute:
- Collaborate with team to screen and vet risks. Set up and validate models to quantify risks and rewards. Conduct due diligence and research as necessary.
- Peer review other actuarial models to ensure quality and accuracy.
- Collaborate with the team to draft comprehensive transaction memos for reinsurance transactions. Summarize key information, risks, and recommended actions for decision-making.
- Assist in the review of contracts and trust agreements related to reinsurance transactions.
- Help review reserving assumptions for certain transactions.
- Help develop and enhance operations of selected new specialty insurance programs.
- Collaborate with Risk Management to improve reserving and ERM processes.
- Contribute to research initiatives aimed at identifying new lines of business.
- Stay updated on industry trends and provide insights to enhance business strategies.
What We're Looking for:
- Bachelor's degree in relevant fields such as Finance, Mathematics, Actuarial Science or Risk Management.
- 10+ years of experience in insurance or reinsurance underwriting, operations, actuarial, or other related fields.
- Experience in automobile insurance a plus (either personal auto or commercial auto).
- Experience within property & casualty insurance or reinsurance is preferred.
- Proficiency in Microsoft Office Suite, particularly Excel, Word, and PowerPoint.
- Strong analytical skills with the ability to evaluate complex data and make informed decisions.
- Experience with Python or R a plus.
- Knowledge of actuarial principles and practices, including risk assessment and pricing methodologies.
- Excellent communication skills, both verbal and written, with the ability to articulate complex concepts clearly and concisely.
- Strong interpersonal skills and the ability to collaborate effectively with cross-functional teams.
- Ability to prioritize tasks, manage time efficiently, and work effectively in a fast-paced environment.
- Adaptability and willingness to learn, with a proactive approach to professional development.
- A curious and highly analytical mindset to effectively support risk assessment and risk underwriting.
Compensation:
Our compensation reflects the cost of labor across several U.S. geographic markets. The total compensation for this position ranges from $170,000/year in our lowest geographic market up to $200,000/year in our highest geographic market. Pay is based on a number of factors including market location and may vary depending on job-related knowledge, skills, and experience.
Benefits Highlights:
Employees who meet benefit eligibility guidelines and work 30 hours or more weekly, have the ability to enroll in Group 1001’s benefits package. Employees (and their families) are eligible to participate in the Company’s comprehensive health, dental, and vision insurance plan options. Employees are also eligible for Basic and Supplemental Life Insurance, Short and Long-Term Disability. All employees (regardless of hours worked) have immediate access to the Company’s Employee Assistance Program and wellness programs—no enrollment is required. Employees may also participate in the Company’s 401K plan, with matching contributions by the Company.
Group 1001, and its affiliated companies, is strongly committed to providing a supportive work environment where employee differences are valued. Diversity is an essential ingredient in making Group 1001 a welcoming place to work and is fundamental in building a high-performance team. Diversity embodies all the differences that make us unique individuals. All employees share the responsibility for maintaining a workplace culture of dignity, respect, understanding and appreciation of individual and group differences.
#LI-LG1Skills Required
- Bachelor's degree in Finance, Mathematics, Actuarial Science, Risk Management or related field.
- 10+ years of experience in insurance or reinsurance underwriting, operations, actuarial, or related fields.
- Proficiency in Microsoft Office Suite, particularly Excel, Word, and PowerPoint.
- Knowledge of actuarial principles and practices, including risk assessment and pricing methodologies.
- Strong analytical skills with ability to evaluate complex data and make informed decisions.
- Excellent verbal and written communication skills.
- Strong interpersonal skills and ability to collaborate with cross-functional teams.
- Ability to prioritize tasks, manage time efficiently, and work effectively in a fast-paced environment.
- Adaptability and willingness to learn; proactive approach to professional development.
- Curious and highly analytical mindset to support risk assessment and underwriting.
- Experience with automobile insurance (personal or commercial)
- Experience within property & casualty insurance or reinsurance.
- Experience with Python or R.
Group 1001 Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Group 1001 and has not been reviewed or approved by Group 1001.
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Fair & Transparent Compensation — Pay is considered competitive for many specialized and senior roles, with employer-posted salary ranges providing clarity for candidates. Job postings indicate market-aligned compensation in several corporate, tech, and sales functions.
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Leave & Time Off Breadth — Time off is portrayed as generous, including paid holidays and multiple leave types alongside hybrid work options for eligible roles. Some positions also offer remote flexibility that supports overall work–life balance.
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Retirement Support — Retirement offerings include a 401(k) with company matching and are emphasized as a core part of total rewards. Certain postings reference immediate vesting, reinforcing attention to long-term savings.
Group 1001 Insights
What We Do
Group 1001 Insurance Holdings, LLC (“Group 1001”) is an insurance holding company in the United States, with current combined assets under management of approximately $57.5 billion as of June 30, 2022, and a mission for setting a new standard in the insurance industry by making insurance more useful and intuitive for everyone. Group 1001 is a long-standing, nimble, and tech-driven financial services enterprise established on deep industry expertise and reliable delivery of long-term value through empowering its customers, employees, and communities. Leveraging upon its record of building successful businesses and strong operating fundamentals, Group 1001 powers the next generation of insurance businesses with useful and intuitive solutions and products accessible to everyone. Group 1001 invests in strategic partnerships as part of our mission to transform communities through sports and education. Group 1001 and our subsidiaries have a strong commitment to service and community transformation. Education and sports initiatives, coupled with impactful partnerships, allow Group 1001 to improve lives through positive change in our communities. Learn more at Group1001.com.








