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Weekend Chief Underwriting Officer Jobs (NOW HIRING)

Chief Underwriting Officer

Spicewood, TX · On-site

$150K - $250K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • PTO

Chief Underwriting Officer The Chief Underwriting Officer will play a pivotal role in shaping the underwriting strategy and driving portfolio performance within a dynamic and rapidly growing ...

Chief Underwriting OfficerJob Summary Seeking an experienced and visionary Chief Underwriting Officer (CUO) to oversee all underwriting activities, develop robust underwriting strategies, and ensure ...

The Chief Underwriting Officer is responsible for providing strategic direction and leadership of the Underwriting practice area, and profitability of the book of business. This requires proactive ...

Chief Underwriting Officer

Englewood, CO · Remote

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

As our VP, Chief Underwriting Officer, you will report directly to the BFM President and be a key member of the senior leadership team. You will oversee the product to align with our strategy, have ...

Chief Underwriting Officer

Englewood, CO · On-site

$185 - $300/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Responsibilities As our VP, Chief Underwriting Officer, you will report directly to the BFM President and be a key member of the senior leadership team. You will oversee the product to align with our ...

Chief Underwriting Officer

Englewood, CO · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Responsibilities As our VP, Chief Underwriting Officer, you will report directly to the BFM President and be a key member of the senior leadership team. You will oversee the product to align with our ...

Responsibilities The Chief Underwriting Officer is responsible for providing strategic direction and leadership of the Underwriting practice area, and profitability of the book of business. This ...

Chief Underwriting Officer

Englewood, CO · Remote

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Responsibilities As our VP, Chief Underwriting Officer, you will report directly to the BFM President and be a key member of the senior leadership team. You will oversee the product to align with our ...

Responsibilities The Chief Underwriting Officer is responsible for providing strategic direction and leadership of the Underwriting practice area, and profitability of the book of business. This ...

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Weekend Chief Underwriting Officer information

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$41.5K

$151.2K

$269.5K

How much do weekend chief underwriting officer jobs pay per year?

As of Aug 16, 2026, the average yearly pay for weekend chief underwriting officer in the United States is $151,203.00, according to ZipRecruiter salary data. Most workers in this role earn between $111,500.00 and $185,000.00 per year, depending on experience, location, and employer.

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What states have the most Weekend Chief Underwriting Officer jobs?

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Chief Underwriting Officer

Boutique Recruiting

Spicewood, TX • On-site

$150K - $250K/yr

Full-time

Medical, Dental, Vision, Life, PTO

Re-posted 18 days ago


Job description

Position Title: Chief Underwriting Officer
The Chief Underwriting Officer will play a pivotal role in shaping the underwriting strategy and driving portfolio performance within a dynamic and rapidly growing organization. This executive will be responsible for defining how the company selects, prices, manages, and scales risk. The position requires a strategic operator who can partner effectively with the CEO and lead a team through a period of significant growth and change. The ideal candidate will have a strong background in medical stop loss underwriting and possess the ability to navigate high-pressure situations with professionalism and clarity.
The Chief Underwriting Officer will lead the company's underwriting strategy, portfolio performance, operational infrastructure and team development. Reporting directly to the CEO, this executive will establish underwriting philosophy, drive profitability, oversee carrier and reinsurance relationships and build a scalable underwriting organization capable of supporting significant future growth.
Salary Range: $150,000 - $250,000 / Year DOE
Responsibilities:
  • Develop the company's underwriting philosophy and risk appetite
  • Design underwriting guidelines, referral authority, and pricing frameworks
  • Establish underwriting governance and controls
  • Define portfolio construction methodology
  • Own underwriting profitability and portfolio performance
  • Monitor key metrics, including loss ratio, renewal retention, quote conversion, premium growth, and underwriting margin
  • Establish underwriting scorecards and reporting cadence
  • Lead underwriting discussions with fronting carriers, reinsurers, and captive managers
  • Support treaty design and underwriting compliance
  • Build underwriting operating infrastructure and evaluate predictive analytics and pricing engines
  • Partner with brokers and distribution leadership to establish the company as a credible underwriting partner
  • Recruit and scale the underwriting organization while developing underwriters and analysts
  • Build a culture of accountability and disciplined growth

Requirements:
  • 7+ years of underwriting experience in medical stop loss
  • 5+ years of leadership experience
  • Experience managing underwriting profitability
  • Experience working with carriers, MGUs, reinsurers, or captives
  • Experience building underwriting guidelines and operating processes
  • Executive presence with the ability to engage in healthy debate and drive decisions
  • Ability to underwrite $20-25 million per year personally
  • Bachelor's degree
  • Captive underwriting experience is preferred
  • Experience launching products or business units is preferred
  • Familiarity with Milliman, Claros, Curve, AMS is preferred
  • Executive-level leadership experience is preferred
  • Actuary background or certification is preferred
  • Degree in actuarial, mathematics, or statistics is preferred

Benefits:
  • Full medical coverage with a $5,000 HSA paid out bi-monthly
  • Vision and dental insurance
  • Life and supplemental life insurance
  • Short-term and long-term disability coverage
  • Flexible PTO (unlimited)
  • Standard holidays and sick time rolled into PTO

If you are a Chief Underwriting Officer looking to take the next step in your career, apply now! #LI-SG1

Boutique Recruiting logo

About Boutique Recruiting

Sourced by ZipRecruiter

We are a team with shared goals; mindfully placing candidates in the workforce to successfully fulfill their career ambitions while encouraging a sense of purpose and value. We have created a new kind of placement firm — one that values connection, personalization, commitment, impact, boldness and achievement. At Boutique Recruiting, our clients, candidates and employees are at the heart of our success.

Industry

Recruiting and staffing services

Company size

51 - 200 Employees

Headquarters location

San Diego, CA, US

Year founded

2014

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