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Skyward Specialty Insurance

Commercial Surety Underwriter

Skyward Specialty Insurance

Transactional Surety Underwriter responsible for underwriting and managing a portfolio of transactional surety bonds. Collaborating with agency partners to drive growth and profitability in the surety business.

Posted 6/26/2026full-timeRemote • 🇺🇸 United StatesJuniorMid-Level💰 $90,000 - $130,000 per yearWebsite

About the role

Key responsibilities & impact
  • Evaluate and underwrite transactional commercial surety submissions, including but not limited to motor vehicle dealer (MVD), license & permit, subdivision, court, contract-related transactional, mortgage broker, and specialty bonds.
  • Analyze financial statements, credit reports, and supporting documentation to assess risk and determine appropriate terms, conditions, and pricing.
  • Apply underwriting authority to approve, decline, or modify submissions in alignment with company guidelines and risk appetite.
  • Ensure compliance with internal underwriting standards, regulatory requirements, and state-specific bond obligations.
  • Manage a high volume of transactional submissions while maintaining strong turnaround times and service levels.
  • Monitor and manage a book of business to ensure profitability, retention, and appropriate risk diversification.
  • Identify opportunities for cross-selling and account expansion within existing agency relationships.
  • Build and maintain strong relationships with agency partners to drive submission flow and grow market share.
  • Communicate underwriting decisions effectively, including providing clear rationale and alternative solutions when appropriate.
  • Negotiate terms, pricing, and commission structures to remain competitive while maintaining underwriting discipline.
  • Act as a market-facing representative to support agency growth and retention initiatives.
  • Support new business development efforts by identifying target agencies and producers within the transactional surety space.
  • Participate in agency visits, industry events, and networking opportunities to strengthen relationships and increase brand presence.
  • Maintain accurate documentation and records within underwriting systems.
  • Ensure timely issuance of bonds, endorsements, renewals, and cancellations.
  • Partner with internal teams (claims, legal, compliance, operations) as needed to support business objectives.

Requirements

What you’ll need
  • 2+ years of experience in commercial surety underwriting, with a focus on transactional business required
  • Established relationships within the surety agency/broker community required
  • Proven experience underwriting a broad range of bond types (e.g., MVD, subdivision, license & permit, court, contractor-related transactional, specialty bonds)
  • Strong understanding of credit analysis, risk assessment, and financial statement review
  • Demonstrated ability to manage high submission volume while maintaining underwriting discipline
  • Experience negotiating terms, pricing, and commissions in a competitive marketplace
  • Knowledge of state-specific bonding requirements and regulatory environment preferred

Benefits

Comp & perks
  • Health and welfare benefits
  • Tuition and professional certification assistance
  • 401k savings
  • Elective participation in the Employee Stock Purchase Program
  • Paid time off
  • Paid holidays
  • Child bonding leave
  • Other employee assistance

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
commercial surety underwritingcredit analysisrisk assessmentfinancial statement reviewnegotiating termspricingcommission structurestransactional submissionsbond issuancedocumentation management
Soft Skills
relationship buildingcommunicationnegotiationtime managementservice orientationproblem-solvingcross-sellingaccount expansioncollaborationorganizational skills