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Senior Risk Underwriter, PEO

Who we are is what we do.

Deel is the all-in-one payroll and HR platform for global teams. Our vision is to unlock global opportunity for every person, team, and business. Built for the way the world works today, Deel combines HRIS, payroll, compliance, benefits, performance, and equipment management into one seamless platform. With AI-powered tools and a fully owned payroll infrastructure, Deel supports every worker type in 100+ countries—helping businesses scale smarter, faster, and more compliantly.

Among the largest globally distributed companies in the world, our team of 5,000 spans more than 100 countries, speaks 74 languages, and brings a connected and dynamic culture that drives continuous learning and innovation for our customers.

Why should you be part of our success story?

As the fastest-growing Software as a Service (SaaS) company in history, Deel is transforming how global talent connects with world-class companies – breaking down borders that have traditionally limited both hiring and career opportunities. We're not just building software; we're creating the infrastructure for the future of work, enabling a more diverse and inclusive global economy. In 2024 alone, we paid $11.2 billion to workers in nearly 100 currencies and provided healthcare and benefits to workers in 109 countries—ensuring people get paid and protected, no matter where they are.

Our momentum is reflected in our achievements and customer satisfaction: CNBC Disruptor 50,  Forbes Cloud 100, Deloitte Fast 500, and repeated recognition on Y Combinator’s top companies list – all while maintaining a 4.83 average rating from 15,000 reviews across G2, Trustpilot, Captera, Apple and Google.

Your experience at Deel will be a career accelerator. At the forefront of the global work revolution, you'll tackle complex challenges that impact millions of people's working lives. With our momentum—backed by a $12 billion valuation and $800  million in Annual Recurring Revenue (ARR) in just over five years—you'll drive meaningful impact while building expertise that makes you a sought-after leader in the transformation of global work.

Summary

We are seeking a Senior Risk Underwriter specializing in Workers' Compensation to join our dynamic underwriting team. This individual will play a key role in preparing underwriting packages as well as evaluating workers' compensation risks for clients in the PEO industry. The ideal candidate will have a strong understanding of workers' compensation insurance, the PEO model, and the ability to evaluate complex risk profiles. You will work closely with carriers, brokers, agents, and other internal teams to ensure accurate underwriting decisions and setup that align with company objectives.

Responsibilities

  • Underwriting Submission: Prepare and submit comprehensive underwriting packages to insurance carriers for workers’ compensation coverage for PEO clients.  Collect and organize necessary documentation, including client safety records, payroll information, claim history, and workers' comp class codes, ensuring that all data is complete and accurate before submission.

  • Class Code Accuracy: Review and ensure that workers' compensation codes (class codes) are accurately assigned based on client business operations, job classifications, and payroll details. Work with internal teams to resolve any issues or discrepancies regarding class code assignments to ensure compliance with carrier guidelines and accurate pricing.

  • Compliance and Documentation: Ensure compliance with all applicable regulations, including local, state, and international labor laws, while maintaining accurate and up-to-date records of claims and resolutions.

  • Reporting and Analysis: Prepare and audit new workers’ compensation submissions to ensure accurate new client binding. Review and address issues related to employee classification, payroll, and risk exposure, ensuring the underwriting process is seamless.

  • Day-to-Day Employee Underwriting: Manage and oversee the daily employee underwriting process, ensuring all new employee data, payroll details, and job classifications are correctly entered into the system. Work with internal teams to ensure accurate risk profiling for new employees and ensure proper classification codes are applied. 

  • Issue Resolution: Investigate and resolve payroll-related issues that may impact workers' compensation underwriting, including discrepancies in employee classifications, payroll data, and rate adjustments. Serve as the point of contact for internal teams regarding underwriting discrepancies and work closely with Deel departments to ensure accuracy and compliance.

  • Cross-Functional Collaboration: Work closely with the sales, implementation, and payroll teams to ensure smooth risk underwriting and accurate information sharing across Deel’s PEO platform.

  • Process Optimization: Continuously assess and improve the claims administration process, leveraging Deel’s platform capabilities and integrating with external systems where necessary.

Qualifications

  • 5+ years of experience in workers’ compensation risk and underwriting, preferably within a PEO, insurance company, or a global HR services organization.

  • Strong understanding of workers’ compensation, OSHA reporting and regulations, claims reporting procedures, return to work management.

  • Deep working knowledge of PrismHR configuration and troubleshooting from a workers’ comp perspective strongly preferred.

  • Experience in client-facing roles, with strong communication and interpersonal skills.

  • Analytical mindset with a keen attention to detail.

  • Ability to thrive in a fast-paced, dynamic environment with changing priorities.

Total Rewards

Our workforce deserves fair and competitive pay that meets them where they are. With scalable benefits, rewards, and perks, our total rewards programs reflect our commitment to inclusivity and access for all. 

Some things you’ll enjoy

  • Stock grant opportunities dependent on your role, employment status and location

  • Additional perks and benefits based on your employment status and country

  • The flexibility of remote work, including optional WeWork access

At Deel, we’re an equal-opportunity employer that values diversity and positively encourage applications from suitably qualified and eligible candidates regardless of  race, religion, sex, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, pregnancy or maternity or other applicable legally protected characteristics.

Unless otherwise agreed, we will communicate with job applicants using Deel-specific emails, which include @deel.com and other acquired company emails like @payspace.com and @paygroup.com. You can view the most up-to-date job listings at Deel by visitingour careers page.

Deel is an equal-opportunity employer and is committed to cultivating a diverse and inclusive workplace that reflects different abilities, backgrounds, beliefs, experiences, identities and perspectives.

Deel will provide accommodation on request throughout the recruitment, selection and assessment process for applicants with disabilities. If you require accommodation, please inform our Talent Acquisition Team at recruiting@deel.com of the nature of the accommodation that you may require, to ensure your equal participation.

We use Covey as part of our hiring and/or promotional processes. As part of the evaluation process, we provide Covey with job requirements and candidate-submitted applications. Certain features of the platform may qualify it as an Automated Employment Decision Tool (AEDT) under applicable regulations. For positions in New York City, our use of Covey complies with NYC Local Law 144.

We began using Covey Scout for Inbound on March 30, 2025.

For more information about our data protection practices, please visit our Privacy Policy. You can review the independent bias audit report covering our use of Covey here: https://getcovey.com/nyc-local-law-144

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CEO of Deel
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Alex Bouaziz
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What You Should Know About Senior Risk Underwriter, PEO, Deel

Are you ready to be a part of a thrilling and transformative experience at Deel as a Senior Risk Underwriter specializing in Workers' Compensation? At Deel, we’re redefining how global teams operate, and we want you to be at the forefront of this exciting journey. With our all-in-one payroll and HR platform, you'll be instrumental in evaluating and preparing comprehensive underwriting packages for PEO clients. Your expertise in workers’ compensation insurance and a knack for assessing complex risk profiles will be essential as you collaborate with carriers, brokers, and various internal teams to ensure that every underwriting decision aligns perfectly with our company objectives. Think of the impact you can have—helping businesses scale effectively and compliantly while ensuring that workers, no matter where they are, receive the protection they deserve. At Deel, you’ll enjoy an inclusive and dynamic culture supported by a committed team that spans over 100 countries. With our track record of innovation and accolades, such as being named a CNBC Disruptor and a Forbes Cloud 100 Company, you'll accelerate your career while making a real difference in how people work globally. The possibilities are endless, and we can’t wait for you to join us on this remarkable journey. Let’s shape the future of work together!

Frequently Asked Questions (FAQs) for Senior Risk Underwriter, PEO Role at Deel
What qualifications do I need to apply for the Senior Risk Underwriter position at Deel?

To apply for the Senior Risk Underwriter position at Deel, you should have at least 5 years of experience in workers' compensation risk and underwriting, particularly within a PEO or a global HR services organization. A solid understanding of OSHA regulations, claims reporting procedures, and the PEO model is essential. Additionally, proficiency in PrismHR configuration from a workers' comp perspective is strongly preferred.

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What are the primary responsibilities of a Senior Risk Underwriter at Deel?

As a Senior Risk Underwriter at Deel, your main responsibilities would include preparing and submitting detailed underwriting packages for workers’ compensation coverage, ensuring compliance with relevant regulations, and managing the accuracy of class code assignments. You'll also need to conduct reporting and analysis, address payroll-related issues, and work cross-functionally with sales, payroll, and implementation teams to optimize the underwriting process.

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How does Deel support the professional growth of a Senior Risk Underwriter?

Deel is committed to fostering professional development for its employees. As a Senior Risk Underwriter, you will have the opportunity to work in an innovative environment that encourages continuous learning. You’ll be dealing with complex challenges that can help you build your skills and expertise, along with access to resources and mentorship that will accelerate your career in the field of global work.

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What is the work environment like for Senior Risk Underwriters at Deel?

At Deel, Senior Risk Underwriters work in a fast-paced and dynamic environment that thrives on collaboration and innovation. Our diverse team spans over 100 countries, creating a unique culture where ideas are exchanged freely and personal growth is prioritized. You’ll enjoy a flexible remote work policy while collaborating closely with cross-functional teams to ensure effective risk management.

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How does the Senior Risk Underwriter role contribute to Deel's mission?

The Senior Risk Underwriter role is integral to Deel’s mission of unlocking global opportunity. By evaluating risks effectively and ensuring compliant coverage for workers, you will play a crucial role in safeguarding workers around the globe. Your work helps remove barriers to global talent, allowing businesses to scale up safely and effectively, and contributing to a more inclusive global economy.

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Common Interview Questions for Senior Risk Underwriter, PEO
Can you explain your understanding of the PEO model and its significance in the workers' compensation industry?

In your response, highlight how PEOs provide a co-employment arrangement that allows businesses to outsource various employee management functions. Discuss how this model mitigates risks for small businesses by allowing them to benefit from economies of scale in workers' compensation insurance and ensuring compliance with various regulations.

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What challenges have you faced when underwriter workers' compensation risks, and how did you overcome them?

Share a specific example that demonstrates your problem-solving skills. Discuss the complexities you encountered, such as discrepancies in payroll data or employee classifications, and how your analytical mindset and attention to detail helped you resolve those issues while maintaining compliance and protecting the company's interests.

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How do you ensure accuracy in class code assignments?

Explain your process for reviewing client business operations and job classifications before assigning class codes. Discuss the importance of collaboration with internal teams and thorough documentation to ensure compliance with carrier guidelines, ultimately impacting the pricing and risk assessment process.

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Describe your experience with regulatory compliance in the workers' compensation field.

Discuss your familiarity with local, state, and international labor laws relevant to workers' compensation. Provide examples of how you've ensured compliance in your past roles, including any audits or reporting duties you've handled to maintain adherence to relevant regulations.

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How do you prioritize tasks when managing multiple underwriting submissions?

Share your approach to time management techniques, such as the use of prioritization frameworks or tools. Illustrate how you assess urgency and importance when managing multiple submissions, ensuring each underwriting package is prepared thoroughly and submitted accurately.

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What role does data analysis play in your underwriting process?

Emphasize the importance of data analysis for risk evaluation. Discuss how analyzing historical claims data, payroll information, and risk exposure allows you to make informed underwriting decisions and provide accurate assessments of potential risks involved.

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Can you give an example of how you collaborated with cross-functional teams to enhance the underwriting process?

Provide a specific instance that showcases your teamwork abilities, detailing how you connected with teams such as sales or implementation to streamline risk assessment and communication. Discuss the positive impact this collaboration had on the overall underwriting operations.

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What improvements would you suggest for the current underwriting processes?

Discuss your perspective on leveraging technology or best practices to enhance efficiency and accuracy in underwriting. Present a thought-provoking idea based on your experiences that could assist Deel in optimizing its underwriting framework to better engage with clients.

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How do you stay updated with changes in workers' compensation regulations?

Mention various resources you utilize, such as industry publications, professional networks, and ongoing education opportunities to keep abreast of regulatory changes. Highlight your commitment to continuous learning and ensure compliance in your underwriting activities.

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Why do you want to work as a Senior Risk Underwriter at Deel?

Express your passion for Deel’s mission and innovation in the global talent realm. Mention specific aspects of the company culture, your desire to work in a diverse and inclusive environment, and your enthusiasm for contributing to a leading company in the global workforce space.

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Deel is an American payroll and compliance provider founded in 2019 by Alex Bouaziz, Shuo Wang, and Ofer Simon. The company is based in San Francisco, California and has reported having 2,000 employees in January 2023.

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BADGES
Badge Diversity ChampionBadge Flexible CultureBadge Innovator
CULTURE VALUES
Inclusive & Diverse
Collaboration over Competition
Fast-Paced
Growth & Learning
Empathetic
FUNDING
DEPARTMENTS
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
April 18, 2025

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