Oxbridge Health
Direct Rippling career site

Senior Manager, Stop Loss Risk & Proposals

Location
Norwalk, CT · On-site
Job type
Full-time
Level
Lead / Staff
Experience
7+ years
Education
Bachelor's degree
Listed
14 days ago

Skills & highlights for this role

  • Stop-loss underwriting experience
  • Working knowledge of specific and aggregate stop-loss
  • Self-funded group health stop-loss experience
  • RFP, proposal, and quoting process experience
  • Risk evaluation for insurance cases

Also useful

  • Experience at a stop-loss carrier, reinsurer, or managing general underwriter
  • Episode of care or episode pricing knowledge
  • Actuarial or analytics collaboration
  • Experience coaching junior staff
  • Tool and process building for submissions and quoting

Role Description

The Senior Manager, Stop-Loss Risk and Proposals owns the front end of our sales process for self-funded cases. You will evaluate the risk on each case, prepare it for our stop-loss carrier underwriting partners, and manage the proposal through to a quote. This is not a carrier underwriting seat. It is a role for someone who has underwritten stop-loss, knows how underwriters will look at a case before they see it, and wants to use that knowledge on the business side to help our sales team bring better-prepared cases to market and win them.

Responsibilities

Risk Evaluation and Management

  • Review incoming cases and assess the risk before they go to underwriting, including claims experience, census, and plan design.
  • Advise sales leadership on how a case is likely to be viewed and priced by stop-loss carriers, and on which cases to pursue.

RFP and Proposal Management

  • Own the RFP and proposal process for self-funded stop-loss cases, from intake through submission, quote, and follow-up.
  • Check every submission and proposal for accuracy and completeness before it goes out.
  • Gather and compare carrier quotes and recommend the best placement for each case.

Carrier and Underwriter Relationships

  • Work as the day-to-day contact for our stop-loss carrier underwriting partners.
  • Stay current on how each carrier evaluates specific and aggregate stop-loss risk, and on pricing and competitive trends in the self-funded market.

Sales Enablement and Team

  • Partner with sales, brokers, and consultants on case strategy and quotes.
  • Work across sales, finance, and actuarial partners so that pricing, risk, and proposals stay aligned.
  • Build the tools and repeatable processes behind submissions and quoting, and coach junior sales support staff.

Qualifications

  • Describe the experience and attributes of the ideal candidate
  • Stop-loss underwriting experience, ideally at a stop-loss carrier, reinsurer, or managing general underwriter and/or Business-side experience supporting a sales team or broker channel through the RFP, proposal, and quoting process.
  • 7+ years of combined experience in self-funded group health stop-loss on either the carrier or business side.
  • Working knowledge of specific and aggregate stop-loss, including how cases are underwritten and priced.
  • Bachelor's degree or equivalent experience.

Benefits

  • Health: Medical, dental, and vision insurance
  • Retirement: 401(k) with company match
  • Paid leave: Vacation, Sick, and company holidays
  • Ancillary: Company-paid life and disability insurance

Company Overview

Our company is a start-up that specializes in episodes of care benefit plans. We have a deep expertise in episode pricing and analytics and our goal is to bring transparency and efficiency to the healthcare market. Our company is committed to providing high-quality, affordable healthcare to our customers.

Read the original posting

From Oxbridge Health's careers page, first listed on Rolev.ai on October 27, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

Where is the Senior Manager, Stop Loss Risk & Proposals job at Oxbridge Health located?

This Senior Manager, Stop Loss Risk & Proposals position at Oxbridge Health is located in Norwalk, CT (On-site). Always check Oxbridge Health's application page for specific state eligibility or relocation policies.

What qualifications are required for Senior Manager, Stop Loss Risk & Proposals at Oxbridge Health?

For the Senior Manager, Stop Loss Risk & Proposals role, Oxbridge Health highlights 7+ years of relevant experience; a bachelor's degree; experience with Stop-loss underwriting experience, Working knowledge of specific and aggregate stop-loss, Self-funded group health stop-loss experience, RFP, proposal, and quoting process experience, Risk evaluation for insurance cases. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Senior Manager, Stop Loss Risk & Proposals position at Oxbridge Health?

This listing links directly to Oxbridge Health's Rippling application page. You can apply directly on Oxbridge Health's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Rippling application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.