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:
RVI Group is a Stamford, Connecticut based financial services company focused on a broad portfolio of specialty insurance products, reinsurance, financial solutions, and analytical services. We have pioneered residual value insurance and have operated for more than 30 years.
We are seeking a Reinsurance Underwriting Director who plays a crucial role in growing the 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. This is a highly collaborative role working with various teams to conduct in-depth analysis, setting up transaction models, review contracts, and assist in drafting transaction memos.
Why This Role is Unique:
- Reinsurance Transaction Review. You'll learn deal structuring, trust agreements and contract terms alongside experienced leaders.
- Direct access to leadership. Collaborate with senior leaders on reviews and approvals.
- Building new business. You'll help launch and improve new specialty insurance programs and research new lines.
How You'll Contribute:
- Build and validate models that measure the risk and expected return of each transaction.
- Peer review actuarial models for quality and accuracy.
- Draft clear transaction memos that summarize key terms, risks and recommendations.
- Work with the team to screen and assess incoming reinsurance opportunities, balancing risk and reward.
- Review reinsurance contracts and trust agreements
- Review reserving assumptions for selected transactions.
- Support development and run new specialty insurance programs.
- Team up with Risk Management to strengthen reserving and enterprise risk management (ERM) processes.
- Research new lines of business and share insights on industry trends.
What We're Looking for:
- A curious and highly analytical mindset to effectively support risk assessment and risk underwriting.
- A working knowledge of risk assessment, actuarial principles, pricing and reserving methods
- 7+ years of experience in property & casualty insurance in actuarial, pricing, reserving or underwriting analytics or a closely related role.
- Strong analytical skills with the ability to evaluate complex data and make informed decisions.
- Ideally exposure to reinsurance, treaty, or facultative work or structured transactions is preferred.
- Prior experience at a carrier, reinsurer, MGA, broker or actuarial firm or commerical auto experience is prefered.
- Bachelor's degree in relevant fields such as Finance, Mathematics, Actuarial Science or Risk Management.
Location & Work Arrangement:
- A hybrid schedule is preferred for candidates in Stamford, Connecticut.
- Will consider highly qualified candidates for a remote schedule with the expectation to be in the Stamford office approximately 2-3 days a month
- Some travel may be expected for industry conferences and other business needs.
Compensation:
Our compensation reflects the cost of labor across several U.S. geographic markets. The total compensation for this position ranges from $190,000/year in our lowest geographic market up to $220,000/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-ST1 #LI-REMOTESkills 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.








