Underwriting Specialist (Commercial) at Fresh Prints in Remote

About Frontier

Frontier is a subsidiary of Fresh Prints. Fresh Prints is a New York-based, fast-growing, fully remote, 150-person company with most of our team based in India and the Philippines. A few years ago, Fresh Prints began helping other fast-growing companies build their teams. We got so good at it that we spun out a new company to focus exclusively on that — and called it Frontier.

At Frontier, we help companies grow full-time, cross-functional teams abroad. We hire the smartest people and place them into the best companies. In three years, we’ve never lost a client. If you’re interested in a Frontier role and you apply and are accepted, we’ll screen you through assessments and interviews and aim to get you an interview for a full-time job within the month.

Think of us as your personal talent agent — and good luck with the application! 😊

Please note: To ensure we find the best technical fit, our process begins with a practical skills assessment prior to interviews.

About the Client:

With Coverage provides tech-enabled specialty insurance for experts who work exclusively with leading brands and manage everything in one place, enabling clients to grow their businesses through meaningful savings. The company is seeking a detail-oriented professional to join the operations team as a remote contractor. This role supports the insurance professionals by managing essential administrative processes that keep the business running smoothly.

Role Overview:

As a Lead Risk Advisor Assistant, you will serve as a senior support partner to one or more Risk Advisors, playing a key role in overseeing daily insurance operations, ensuring high-quality client servicing, and maintaining operational excellence across accounts.

We are seeking an experienced insurance professional with a strong background in commercial and business insurance, exceptional attention to detail, and the ability to manage multiple priorities. This role requires hands-on experience coordinating directly with underwriters on manually underwritten commercial policies and supporting Risk Advisors through complex placement workflows, while also providing guidance or quality oversight to junior team members as needed.

Key Responsibilities:

• Serve as the primary operational and account servicing support for one or more Risk Advisors, ensuring seamless management of commercial insurance accounts.
• Prepare, review, and process commercial insurance submissions, quotations, proposals, renewals, endorsements, and policy changes.
• Coordinate directly with insurance carriers and underwriters on new business, renewals, policy revisions, subjectivities, and outstanding requirements.
• Support the placement and servicing of commercial insurance policies, including General Liability (GL), Property, Workers' Compensation (WC), Commercial Auto, Umbrella, and other commercial coverages.
• Prepare, review, and issue Certificates of Insurance (COIs), endorsements, evidence of coverage documents, and other policy-related documentation.
• Review policies for accuracy and completeness, ensuring coverage terms, limits, and endorsements align with client requirements.
• Gather, organize, and validate client information required for submissions, applications, renewals, and carrier requests.
• Maintain accurate records across insurance management systems, CRMs, and carrier portals.
• Manage and monitor billing-related items with clients and carriers, escalating discrepancies when necessary.
• Track outstanding policy requirements, carrier subjectivities, compliance items, and renewal timelines.
• Draft and send professional communications to clients, carriers, and underwriters on behalf of Risk Advisors.
• Conduct quality reviews of work completed by junior assistants or support staff, when applicable.
• Identify opportunities to improve servicing workflows, documentation standards, and operational efficiency.

What We're Looking For:

Required

• Strong hands-on experience servicing U.S. commercial insurance accounts.
• Proven experience working directly with insurance carriers and underwriters on commercial lines business.
• Experience supporting manually underwritten commercial policies, including submissions, follow-ups, negotiations, and revisions.
• Strong knowledge of commercial insurance coverages, including:
  • General Liability (GL)
  • Commercial Property
  • Workers' Compensation (WC)
  • Commercial Auto
  • Umbrella/Excess Liability
• Experience handling renewals, endorsements, certificates of insurance (COIs), policy checking, and account servicing activities.
• Advanced understanding of insurance terminology, policy documentation, and commercial insurance workflows.
• Hands-on experience with insurance management systems and agency management platforms (AMS).
• Strong written and verbal communication skills with the ability to interact professionally with clients, carriers, and underwriters.
• Exceptional attention to detail and commitment to accuracy.

Preferred

• Previous experience supporting U.S.-based insurance brokerages or agencies.
• Experience using Applied Epic, AMS360, Vertafore, EZLynx, HawkSoft, or similar insurance systems.
• Experience reviewing policy documentation and identifying discrepancies prior to issuance.
• Leadership experience providing guidance, training, or quality oversight to junior team members.
• Experience with Front or similar shared inbox/customer communication platforms.

Success in This Role

• • Takes ownership of accounts and servicing responsibilities.
    • Proactively follows up with carriers, underwriters, and clients to keep business moving forward.
    • Demonstrates strong judgment, accountability, and reliability.
    • Thrives in a fast-paced environment while maintaining exceptional accuracy.
    • Delivers a high standard of client service and professionalism.

Additional Details:

• You will be working 5 days a week, including one weekend day, but will have 2 days off in a row.
• Working hours will be 9am - 6pm EST (please apply only if this works for you).
• Location: Philippines, India (Remote).

Compensation and Benefits

• Competitive salary
• Opportunity to build valuable skills in the insurance industry
• Stable, long-term remote position
• Supportive team environment with training provided
• Growth potential for high performers