Jobs · Finance · Illinois

Underwriting Assistant

Resilience · Chicago, IL · 1 wk ago
HybridFinance$48k/yrFull-time

At Resilience, we’re creating a new category that integrates cybersecurity, cyber insurance, and cyber risk management. Founded in 2016 by experts from across the highest tiers of the US military and intelligence communities—and built by prominent leaders and innovators from the insurance, technology, and cybersecurity industries—Resilience is rewriting the rules of how cyber risk is assessed, measured, and managed. Our integrated cyber risk solutions connect risk quantification software, cybersecurity experts, and A+ rated cyber insurance, all purpose-built for middle and large organizations. We are a cybersecurity company, a Cyber and Tech E&O-focused MGA, a fintech startup, and a data science powerhouse, all purpose-built into one. Resilience is proud to be backed by leading technology investment firms, including General Catalyst, Lightspeed Venture Partners, Intact Ventures, Founders Fund, CRV, and Shield Capital.

About the role

Launch your career at the high-velocity intersection of cyber risk, insurance, and technology. As an Underwriter Assistant on our Operations team, you won’t just be filing paperwork or sitting on the sidelines. You will take complete ownership of the administrative velocity and transactional accuracy that enables our underwriting team to evaluate cyber and tech E&O applications at scale. This is a foundational, high-visibility role where you will learn from seasoned leaders across Underwriting, Claims, Marketing, Finance, and Security Operations, serving as a critical operational pillar of our growth.

Responsibilities

In your first six months, you will:

  • Take full accountability for processing and reviewing incoming insurance applications, ensuring every file is complete, accurate, and ready for deep underwriting.
  • Own the front-line communication loop, actively managing transactional relationships with brokers and clients to guarantee smooth, frictionless placement of business.
  • Coordinate policy and endorsement issuance, maintain meticulous file compliance, and bridge the gap between our Underwriting team and cross-functional partners in Claims, Security Sales, Security Engagement, and Policy Administration Services (PAS) to keep the regional portfolio highly optimized.

Requirements

  • Excellent analytical skills with a relentless attention to detail.
  • Exceptional written and verbal communication skills, with a customer-first approach to solving problems.
  • A proven ability to multi-task, stay organized, and thrive in a fast-paced, highly dynamic environment.
  • A genuine interest in cybersecurity, tech, and cyber risk. (This role is perfect for ambitious recent graduates and early-career professionals).
  • Prior experience in a customer service, support, or administrative role.
  • Familiarity with modern productivity software (such as G-Suite or Salesforce) and basic insurance operations.

Culture

We move fast, operate with zero ego, and embrace a bias to action. We are guided strongly by our four core values: transparency, excellence, grit, and humility. You will work in a highly collaborative, cross-functional environment where you will be expected to raise your hand, ask questions, and take real pride in the precision of your work.

Benefits

  • Flexible work schedule
  • Flexible paid time off
  • Paid healthcare for employees
  • Family paid leave
  • 401k/Pension
  • Robust professional development advancements
  • Employee referral bonus

Pay

Compensation range: $48,000 USD - $66,000 USD

Accommodations and Accessibility

We want to ensure you're able to perform as well as possible in your interview. If you have any accessibility-related needs to ensure a comfortable visit, please let us know. We'll do our best to provide reasonable accommodations to suit your working style during your interview and if you join our team.

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