VP, Underwriting - Midwest Growth & Strategy

AmTrust Financial Services Inc.

Chicago (IL)

On-site

USD 150,000 - 225,000

Full time

14 days+

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Benefits offered by this job

Medical & Dental Plans
Life Insurance
401k Savings Plans
Paid Time Off

Job summary

AmTrust Financial Services Inc. seeks a senior underwriting executive to lead a team responsible for profitable small to complex commercial risks across the Midwest.

The role emphasizes hands-on technical underwriting, pricing strategy, and collaboration with sales and risk partners. The position requires 8+ years in leadership within underwriting, strong broker relationships, and a proven track record in growing profitable portfolios.

Qualifications

  • 8+ years of leadership experience in underwriting.
  • Existing agent and broker relationships within the Midwest states.
  • Advanced risk assessment and product specialization.
  • Ability to read and interpret complex financial and regulatory documents.
  • Ability to write reports and present to top management with confidence.

Responsibilities

  • Lead and develop a high-performing underwriting team.
  • Analyze pricing adequacy and negotiate terms with agencies and brokers.
  • Drive profitability through strategic planning and portfolio management.
  • Collaborate with Sales, Actuarial, Claims and Risk Control to optimize book results.
  • Influence underwriting authority, guidelines, and pricing strategies across the region.

Skills

Leadership experience
Midwest agent/broker relationships
Risk assessment
Underwriting
Data-driven decisions
Communication
Strategic growth
P&C insurance

Education

CPCU or equivalent

Tools

Underwriting systems

Job description

AmTrust Financial Services Inc. seeks a senior underwriting executive to lead a team responsible for profitable small to complex commercial risks across the Midwest.

The role emphasizes hands-on technical underwriting, pricing strategy, and collaboration with sales and risk partners. The position requires 8+ years in leadership within underwriting, strong broker relationships, and a proven track record in growing profitable portfolios.

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