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Stop Loss Insurance Jobs (NOW HIRING)

Jencap

Senior Underwriter - Medical Stop Loss - Remote

Phoenix, AZ · On-site +1

$97K - $115K/yr

  • Medical

  • Retirement

Jencap A&H is a leading provider of innovative insurance solutions for self-funded employers and ... The Senior Underwriter - Medical Stop Loss is responsible for the evaluation, risk assessment ...

Jencap

Senior Underwriter - Medical Stop Loss - Remote

Phoenix, AZ · On-site +1

$97K - $115K/yr

  • Medical

  • Retirement

We are one of the largest wholesale insurance intermediaries in the United States with expertise in ... The Senior Underwriter - Medical Stop Loss is responsible for the evaluation, risk assessment ...

Cobalt Benefits Group LLC

Stop Loss Coordinator

Exeter, NH · On-site

$25 - $27/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

In this dynamic role, you will oversee the stop-loss insurance process, manage claims, coordinate with vendors, and ensure compliance with industry regulations. Your analytical mindset and industry ...

Tokio Marine HCC

Vice President Sales (Stop Loss)

Kennesaw, GA · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Medical Stop Loss provides an added layer of insurance protection to employers who choose to self-fund their health benefit plans. Self-funding can incur risks from catastrophic claims, and Medical ...

Tmhcc

Vice President Sales (Stop Loss)

Kennesaw, GA · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Medical Stop Loss provides an added layer of insurance protection to employers who choose to self-fund their health benefit plans. Self-funding can incur risks from catastrophic claims, and Medical ...

Novacore

Sr. Underwriter, Stop Loss

Conshohocken, PA · On-site

$96K - $114K/yr

At Novacore, we're not your average insurance company. We're a team of driven professionals ... Underwriter, Stop Loss The Sr. Medical Stop-Loss Underwriter is a pivotal team member responsible ...

Sun Life Financial

Stop Loss Claims Resolution Consultant

Hartford, CT · Remote

$66K - $86K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

S. offers a portfolio of benefits and services, including dental, vision, disability, absence management, life, supplemental health, medical stop-loss insurance, and healthcare navigation. We have ...

Novacore

Sr. Underwriter, Stop Loss

Conshohocken, PA · On-site

$96K - $114K/yr

At Novacore, we're not your average insurance company. We're a team of driven professionals ... Underwriter, Stop Loss The Sr. Medical Stop-Loss Underwriter is a pivotal team member responsible ...

Sun Life Financial

Stop Loss Claims Resolution Consultant

Portland, ME · Remote

$67K - $87K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

S. offers a portfolio of benefits and services, including dental, vision, disability, absence management, life, supplemental health, medical stop-loss insurance, and healthcare navigation. We have ...

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Infographic showing various Stop Loss Insurance job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.

Senior Underwriter - Medical Stop Loss - Remote

Jencap

Phoenix, AZ • On-site, Remote

$97K - $115K/yr

Full-time

Medical, Retirement

Re-posted 2 hours ago

Job description

About the Company:

Jencap A&H is a leading provider of innovative insurance solutions for self-funded employers and their partners. We are committed to delivering exceptional value, service, and expertise to our clients. As part of our ongoing growth, we are seeking a highly experienced Senior Underwriter specializing in stop loss insurance to join our dynamic team.

The Senior Underwriter - Medical Stop Loss is responsible for the evaluation, risk assessment, pricing, and underwriting of stop loss insurance for selffunded employer groups. The ideal candidate brings strong stop loss market expertise, sound analytical judgment, and the ability to develop trusted relationships with brokers, consultants, TPAs, and internal stakeholders.

This role is ideally suited for candidates located in the Phoenix, AZ area working remotely; however, highly qualified candidates located elsewhere in the U.S. will be considered for a fully remote arrangement.

Key Responsibilities:

  • Underwrite new and renewal stop loss business in accordance with underwriting guidelines, risk appetite, and profitability targets
  • Analyze complex selffunded employer group data, including claims experience, demographics, plan design, and funding structures
  • Partner closely with the Chief Underwriting Officer to develop customized underwriting and pricing solutions
  • Establish and maintain strong relationships with brokers, consultants, TPAs, and clients; participate in finalist presentations and renewal discussions as needed
  • Monitor portfolio performance and support profitable growth initiatives
  • Contribute to underwriting process improvements, product enhancements, and bestpractice initiatives

Qualifications:

  • Bachelor's degree in business, finance, actuarial science, or a related field required; advanced degree or professional designations (e.g., CEBS, FLMI, ASA) preferred
  • 5-10 years of experience underwriting stop loss insurance for selffunded employer groups
  • Strong knowledge of stop loss insurance products, market dynamics, and regulatory requirements
  • Proven ability to make sound risk decisions and contribute to profitable portfolio performance
  • Excellent analytical, quantitative, and problemsolving skills
  • Strong relationshipbuilding, negotiation, and communication abilities
  • Proficiency in underwriting systems, analytics tools, and Microsoft Office Suite
  • Ability to work independently while collaborating effectively in a fastpaced, growthoriented environment

The base salary offered for the successful candidate will be based on compensable factors such as job-relevant education, job-relevant experience, training, licensure, demonstrated competencies, geographic location, and other factors. Discretionary incentive compensation may be awarded. Jencap also offers a range of benefits and programs, based on eligibility, which currently include but are not limited to; comprehensive health care coverage, a 401k plan, and tuition reimbursement.  Jencap is an emerging and rapidly growing leader in the industry and as such, we approach talent acquisition as an opportunity to identify the best talent. Therefore, the level of the role and compensation may vary depending upon the best available candidate. 

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