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Skyward Specialty Insurance

Assistant Vice President – Cost Containment, Employer Stop-Loss

Skyward Specialty Insurance

Assistant Vice President responsible for cost-containment strategy and execution in Skyward's employer stop-loss space. Leading vendor management and clinical risk mitigation efforts to deliver measurable savings.

Posted 6/17/2026full-timeRemote • 🇺🇸 United StatesLead💰 $110,000 - $160,000 per yearWebsite

About the role

Key responsibilities & impact
  • Own the day-to-day execution of Skyward's cost-containment program across the stop-loss portfolio
  • Develop and refine cost-containment protocols, standard operating procedures (SOPs), and playbooks
  • Monitor and evaluate cost-containment vendor performance
  • Assist the VP with vendor selection, due diligence, and contract evaluation
  • Track, quantify, and report cost-containment savings
  • Stay current on emerging cost drivers, treatment modalities, regulatory changes, and market trends
  • Provide senior-level clinical expertise on complex, high-cost, and sensitive claims
  • Build and maintain executive-level relationships with TPAs, producers, policyholders, and cost-containment vendors
  • Serve as a senior mentor and resource to Clinical Consultants
  • Identify opportunities to leverage data and analytics to improve cost-containment outcomes
  • Design and maintain SOPs, workflows, and documentation standards

Requirements

What you’ll need
  • 10 years of progressive experience in cost containment, clinical risk management, or managed care within a broker, stop-loss, reinsurance, or carrier environment
  • Demonstrated expertise in stop-loss or reinsurance cost-containment program design, vendor management, and savings delivery
  • Management or leadership experience
  • Deep knowledge of cost-containment vendors, strategies, and market landscape
  • Strong understanding of employer stop-loss contracts, claim adjudication, and the TPA/broker/policyholder ecosystem
  • Proven ability to build and maintain relationships with brokers, TPAs, and vendors at a senior level
  • Bachelor's degree or commensurate professional experience

Benefits

Comp & perks
  • Health and welfare benefits
  • Tuition and professional certification assistance
  • 401k savings
  • Elective participation in the Employee Stock Purchase Program
  • Paid time off
  • Paid holidays
  • Child bonding leave
  • Other employee assistance

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
cost-containmentclinical risk managementvendor managementsavings deliverydata analyticscontract evaluationclaim adjudicationSOP developmentworkflow design
Soft Skills
leadershiprelationship buildingmentoringcommunication