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Remote Senior Workers Compensation Underwriting Specialist – Immediate Openings for Veteran Insurance Professionals

Remote, USA Full-time Posted 2025-11-03
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Who We Are: A Forward‑Thinking, Remote‑First Insurance Partner

At Workwarp (operating under the brand name WAHVE), we are redefining how seasoned insurance professionals transition into the next phase of their careers. With a firm belief that expertise does not retire, we provide a fully remote platform that blends flexibility, purpose, and competitive compensation. Our mission is simple: empower veteran underwriters to continue delivering world‑class risk solutions while enjoying the work‑life balance they’ve earned. By leveraging cutting‑edge technology and a collaborative virtual environment, we serve a diverse portfolio of carriers, Managing General Agents (MGAs), and wholesale brokers across the United States, with a special focus on the complex California Workers Compensation market.

Why This Role Stands Out

We recognize that after decades of building underwriting mastery, many professionals seek a role that honors their experience without the constraints of a traditional office. As a Remote Senior Workers Compensation Underwriting Specialist, you will:

  • Work from anywhere: Set up your home office or any remote workspace that inspires you.
  • Maintain a full schedule or part‑time cadence: We respect your personal commitments and let you decide the hours that fit your lifestyle.
  • Leverage your 25+ years of industry knowledge: Continue to influence risk selection, pricing strategy, and client relationships.
  • Earn a competitive salary and comprehensive benefits: Health coverage, a 401(k) with a 4 % company match, and more.
  • Join a vibrant community of seasoned professionals: Collaborate with peers who share your dedication to excellence.

Key Responsibilities – What You’ll Do Every Day

As a senior underwriter on our remote team, you will be entrusted with a portfolio of medium to complex Workers Compensation risks. Your core duties include, but are not limited to:

  • Underwrite new and renewal Workers Compensation business: Evaluate risk exposures, determine appropriate limits, and craft precise policy language.
  • Make critical underwriting decisions: Assess risk acceptability, propose coverage enhancements, and set competitive pricing structures.
  • Stay ahead of industry trends: Continuously research regulatory updates, market pricing movements, and emerging loss patterns, especially within California’s unique regulatory framework.
  • Foster superior relationships: Serve as the primary point of contact for producers, brokers, and reinsurers, ensuring clear communication and timely service.
  • Maintain meticulous documentation: Record all underwriting actions, endorsements, and correspondence in accordance with company standards and compliance requirements.
  • Drive profitability: Monitor loss ratios, manage the book of business to achieve target underwriting profit margins, and proactively recommend risk‑mitigation strategies.
  • Mentor junior team members (optional but encouraged): Share best practices and help develop the next generation of underwriting talent.

Essential Qualifications – The Must‑Haves

To succeed in this role, you must bring a deep reservoir of experience and a proven track record of success in Workers Compensation underwriting:

  • 25+ years of full‑time professional experience in the insurance industry, with a focus on Commercial Lines Property & Casualty.
  • At least 10 years of recent experience underwriting Workers Compensation, preferably with exposure to the California market.
  • Demonstrated ability to underwrite medium‑to‑complex risks, establish pricing, and manage a profitable book of business.
  • Strong analytical mindset with expertise in loss analysis, trend identification, and data‑driven decision making.
  • Excellent communication skills—both written and verbal—to interact effectively with brokers, carriers, and internal stakeholders.
  • Self‑discipline and motivation to thrive in a remote environment, managing time and priorities without direct supervision.

Preferred Qualifications – The Nice‑to‑Haves

  • Professional designations such as CPCU, ARM, or ARM‑C that demonstrate advanced underwriting knowledge.
  • Experience with underwriting platforms and rating tools like Guidewire, Duck Creek, or Insurity.
  • Proven track record of leading or participating in large‑scale loss‑control initiatives.
  • Familiarity with regulatory bodies and compliance requirements specific to California Workers Compensation (e.g., WCIRB, Cal/OSHA).
  • Previous remote work experience, indicating a comfort level with virtual collaboration tools (Zoom, Teams, Slack, etc.).

Core Skills & Competencies – What Will Make You Shine?

  • Risk Assessment Expertise: Ability to dissect complex loss histories, interpret exposure data, and forecast potential outcomes.
  • Strategic Pricing Acumen: Craft rates that balance competitiveness with profitability, using both actuarial inputs and market intelligence.
  • Relationship Management: Build trust with brokers and carriers, delivering exceptional service that encourages repeat business.
  • Regulatory Insight: Keep abreast of state‑level statutory changes, ensuring all policies remain compliant.
  • Technology Proficiency: Comfortable navigating underwriting software, CRM systems, and data analytics platforms.
  • Adaptability: Thrive in a fast‑changing environment, embracing new tools, processes, and market dynamics.
  • Mentorship Mindset: Willingness to share wisdom with less‑experienced colleagues, fostering a culture of continuous learning.

Career Growth & Learning Opportunities

Workwarp invests heavily in the professional development of its remote staff. As a senior underwriter, you will have access to:

  • Continuing Education Stipends: Funds to pursue certifications, courses, or industry conferences.
  • Mentor‑Based Leadership Programs: Opportunities to evolve into coaching, advisory, or strategic roles within the organization.
  • Cross‑Functional Projects: Participate in initiatives that span product development, analytics, and digital transformation.
  • Technology Training: Hands‑on sessions with our IT teams to master the latest underwriting platforms.
  • Performance‑Based Advancement: Clear pathways to senior management, portfolio leadership, or specialist consultancy roles.

Work Environment & Culture – What It’s Like to Be Part of Workwarp

Our culture is built on three pillars: Respect, Excellence, and Flexibility. We foster a supportive atmosphere where every voice is heard, and collaboration transcends geographic boundaries.

  • Virtual Community: Regular “coffee chat” video sessions, virtual happy hours, and peer‑to‑peer forums that keep the team connected.
  • Transparent Leadership: Senior leaders share strategic updates via town halls and open‑door digital office hours.
  • Work‑Life Integration: Choose the hours that align with your personal commitments—whether a traditional 9‑5, early mornings, or evenings.
  • Diversity & Inclusion: A commitment to hiring and supporting professionals from varied backgrounds, ensuring a rich tapestry of perspectives.
  • Health & Well‑Being: Access to wellness programs, virtual fitness classes, and mental‑health resources.

Compensation, Perks & Benefits – What You’ll Receive

While exact salary figures will be discussed during the interview process, candidates can expect a package that reflects the seniority of the role and the market premium for California Workers Compensation expertise.

  • Competitive Base Salary: Aligned with industry benchmarks for veteran underwriters.
  • Performance Incentives: Bonus structures tied to underwriting profitability and individual contributions.
  • Health Insurance: Medical, dental, and vision plans available based on eligibility.
  • Retirement Savings: 401(k) plan with a company match of up to 4 % of your salary.
  • Flexible Scheduling: Full‑time or part‑time options, with the ability to customize daily work blocks.
  • Remote Work Stipend: Support for home‑office setup, including ergonomics, high‑speed internet, and technology allowances.
  • Paid Time Off (PTO): Generous vacation, sick leave, and holidays to ensure you can recharge.
  • Professional Development Fund: Annual budget for courses, certifications, or industry events.
  • Employee Assistance Program (EAP): Confidential counseling and support services for personal or family challenges.

How to Apply – Your Next Step Toward a Rewarding Remote Career

Ready to bring your underwriting mastery to a forward‑thinking, remote‑first team? Follow these simple steps:

  1. Click the “Apply Now” button below to access our quick preliminary profile form.
  2. Provide your contact details, résumé, and a brief cover letter highlighting your Workers Compensation experience.
  3. One of our Qualification Specialists will review your submission and reach out promptly to schedule a conversation.
  4. Prepare to discuss your career highlights, preferred work schedule, and how you envision contributing to Workwarp’s mission.

Apply To This Job

Final Thoughts – Join Us and Redefine Retirement

At Workwarp, we believe that a distinguished career does not end at the office door—it evolves into a new chapter of influence, flexibility, and continued professional fulfillment. If you possess the depth of experience, the drive to stay ahead of industry trends, and a passion for delivering top‑tier Workers Compensation solutions, we invite you to become a Remote Senior Workers Compensation Underwriting Specialist with us.

Don’t let a traditional office setting dictate the next phase of your professional journey. Embrace the freedom to work from anywhere, leverage your expertise, and enjoy a compensation package that truly values your years of dedication. Click “Apply Now,” and let’s build the future of insurance underwriting together.

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