• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Executive Technical Underwriter - Workers Compensation

$100,000–130,000/yr 15d ago

Executive Technical Underwriter - Workers Compensation

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

Berkley

Scottsdale, AZ, US

Part-time On-site

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

The Executive Technical Underwriter serves as a senior strategic authority, shaping underwriting strategy and optimizing portfolio performance for workers' compensation. This role involves mentoring senior underwriters, setting technical standards, and collaborating cross-functionally to ensure sustainable profitability and growth.

Job Description

Company Details

BerkleyNet is an innovative workers compensation insurance provider that does all our business online. Our Goal? To make doing business “Ridiculously Fast. Amazingly Easy.”

Responsibilities

The Executive Technical Underwriter serves as a senior technical and strategic authority within the underwriting organization. This role applies underwriting expertise, advanced analytics, and market insight to shape underwriting strategy, optimize portfolio performance, and guide complex risk decisions across the business.

Unlike the Executive Technical Underwriter, which focuses on managing and growing an individual book of business, the Underwriting Specialist operates at a broader portfolio and enterprise level, influencing underwriting appetite, pricing strategy, risk selection frameworks, and operational execution. This position partners closely with underwriting leadership, actuarial, product, claims, and business development teams to ensure BerkleyNet’s underwriting strategy drives sustainable profitability and long-term growth.

The Executive Technical Underwriter is also a recognized subject matter expert, setting technical standards, mentoring senior underwriters, and leading high-impact initiatives that shape the future of the underwriting function.

Advanced Underwriting & Risk Strategy

  • Serve as an escalation point for highly complex, non-standard, or high-exposure workers’ compensation risks.
  • Refine underwriting guidelines, authority levels, and risk appetite frameworks across premium bands and market segments.
  • Provide expert judgment on pricing, structure, and coverage for complex accounts, balancing profitability, growth, and risk tolerance.
  • Monitor portfolio performance and loss trends to proactively identify emerging risks and opportunities.

Portfolio & Financial Performance Leadership

  • Analyze underwriting, pricing, and loss data to assess portfolio health and recommend strategic adjustments.
  • Partner with actuarial and analytics teams to evaluate rate adequacy, segmentation strategies, and underwriting models.
  • Influence annual and multi-year underwriting plans, including new business growth, retention strategy, and mix of business targets.
  • Drive corrective action plans when portfolio performance deviates from targets.

Enterprise Collaboration & Strategic Influence

  • Work closely with underwriting leadership to translate business strategy into underwriting execution.
  • Partner cross-functionally with Product, Claims, Actuarial, Business Development, Compliance, and Technology to align underwriting decisions with enterprise objectives.
  • Contribute underwriting expertise to product enhancements, system enhancements, and digital underwriting initiatives.
  • Represent underwriting in enterprise-wide initiatives and working groups.

Leadership, Mentorship & Capability Building

  • Act as a technical authority for Sr. Underwriters and underwriting leaders.
  • Establish best practices, technical standards to elevate underwriting capability across the team.
  • Lead or sponsor department and cross-functional initiatives with broad organizational impact.
  • Influence without direct authority, fostering a culture of accountability, quality decision-making, and continuous improvement.
  • Maintain expert-level knowledge of workers’ compensation laws, regulations, market dynamics, and competitive trends.
  • Anticipate regulatory or market changes and recommend proactive underwriting or strategic responses.
  • Represent BerkleyNet as an underwriting expert in internal forums, agency engagements, and select industry events.

Qualifications

  • 8+ years of experience in workers’ compensation underwriting or closely related roles
  • Demonstrated expertise underwriting complex, middle market and large accounts
  • Proven ability to influence underwriting strategy and portfolio outcomes at a department or enterprise level
  • Strong analytical skills with the ability to translate data into actionable insights
  • Experience partnering with actuarial, product, and analytics teams
  • Exceptional communication and executive-level presentation skills
  • Ability to lead through influence in a matrixed environment
  • Strong discretion in handling sensitive and confidential information
  • Track record of leading complex initiatives with measurable business impact

Education 

  • Bachelor’s degree or equivalent work experience
  • CPCU, ARM, or other relevant insurance industry designation preferred

Additional Company Details

The Company is an equal employment opportunity employer. We do not accept any unsolicited resumes from external recruiting firms. The company offers a competitive compensation plan and robust benefits package for full time regular employees. Base salary & Benefits include Health, dental, vision, life, disability, wellness, paid time off, 401(k) and profit-sharing plans. Salary Range: $100k-$130k The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.

Additional Requirements

Travel Requirements Low level of domestic U.S. travel required (up to 5% - 10% of time)

About the company

Berkley

Founded in 1967, W. R. Berkley Corporation is an insurance holding company that is one of America’s largest commercial lines property & casualty insurance providers, operating worldwide within two segments of the P&C insurance business: Insurance and Reinsurance & Monoline Excess. Each Berkley business offers expertise within an industry, product, or region.

Founded

1967

Company size

5,001-10,000 employees

Industry

Insurance

Org type

Public Company

Headquarters

Greenwich, CT

Apply Now

About the company

Berkley

Founded in 1967, W. R. Berkley Corporation is an insurance holding company that is one of America’s largest commercial lines property & casualty insurance providers, operating worldwide within two segments of the P&C insurance business: Insurance and Reinsurance & Monoline Excess. Each Berkley business offers expertise within an industry, product, or region.

Founded

1967

Company size

5,001-10,000 employees

Industry

Insurance

Org type

Public Company

Headquarters

Greenwich, CT

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.