Underwriting Team Lead - New Business

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Quick Summary

Overview

We’re in this for the greater good at ParetoHealth. Our mission is collective greatness, nothing less will do. Our team is a single force united in the drive to transform employee health benefits.

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We’re in this for the greater good at ParetoHealth. Our mission is collective greatness, nothing less will do. Our team is a single force united in the drive to transform employee health benefits.

The company was founded in 2011 to help small and medium-sized businesses fight the rising cost of employee health benefits. We blazed the trail with financing innovations that reduce the risks in self-insurance and deliver significant savings—and we continue to lead with a growing ecosystem of partners and world-class cost control solutions.

But success is measured by more than dollars alone and we measure ours by the good that comes from knowing that every client and all their employees can count on effective, affordable healthcare for years to come.

Please note that ParetoHealth does not provide employment visa sponsorship for this position. Candidates must be authorized to work in the United States without sponsorship both now or in the future.

The Underwriting Team Lead is responsible for managing, coaching, and developing a small team of underwriters while maintaining hands-on involvement in complex casework. This role serves as a bridge between individual contributors and underwriting leadership, ensuring consistent execution, balanced workloads, strong underwriting judgment, and effective collaboration with Sales, Customer Management, Carrier Management, and Underwriting Operations.

The Team Lead drives performance through real-time case oversight, escalation management, quality assurance, and professional development of team members, while also contributing directly to high-impact and non-standard underwriting scenarios.

Responsibilities

~2 min read
  • Team Leadership & Case Management
  • Lead day-to-day underwriting execution for a designated team, ensuring timely completion of cases and balanced workload distribution.
  • Monitor case progress, turnaround times, and assignment flow using Salesforce and underwriting reporting tools.
  • Reassign or reprioritize work as needed to meet business deadlines, accommodate PTO, or address urgent requests.
  • Maintain close communication with Sales, Customer Management, and Underwriting leadership regarding timing expectations, priorities, and escalations.

  • Quality Assurance & Underwriting Oversight
  • Review complex, high-risk, or non-standard cases to ensure sound underwriting judgment and adherence to guidelines.
  • Provide guidance on medical risk assessment, including large claimant review, laser recommendations, and negotiation strategy.
  • Support resolution of underwriting errors, including root cause analysis, solutioning, carrier communication, and internal escalation when required.
  • Partner with Underwriting Operations on audit and quality assurance initiatives, providing feedback and coaching based on results.

  • Escalation & Complex Deal Support
  • Act as an escalation point for challenging underwriting situations, carrier misalignments, or missed terms.
  • Assist in block-level underwriting strategies, including coordination of resources, sales alignment, and carrier submission timing.
  • Develop and support creative, business-oriented solutions for non-standard or high-risk scenarios, escalating to senior leadership when appropriate.

  • Coaching, Development & Performance Management
  • Conduct regular one-on-one meetings with direct reports to provide coaching, feedback, and career development support.
  • Identify individual strengths and development areas; create and monitor action plans for skill and performance improvement.
  • Facilitate team meetings focused on case learnings, negotiation strategies, underwriting trends, and process updates.
  • Assign and support project work that enhances technical skills and prepares underwriters for career progression.

  • Cross-Functional Partnership & Relationship Management
  • Build strong working relationships with Sales, Customer Management, Carrier Management, Underwriting Operations, and regional leadership.
  • Serve as a trusted underwriting partner for Sales and Customer Management, enabling effective decision-making without unnecessary escalation.
  • Participate in internal projects and external engagements that enhance underwriting credibility and market insight.

  • Individual Contribution & Professional Growth
  • Maintain a reduced personal case load, focusing on complex or high-impact accounts.
  • Stay informed on market trends, geographic dynamics, and consultant-specific considerations impacting underwriting strategy.
  • Participate in leadership development programs, mentorship, and regular coaching with underwriting leadership.

Requirements

~1 min read
  • Strong expertise in stop loss underwriting and self-funded health plan risk assessment
  • Demonstrated ability to coach, mentor, and develop underwriting talent
  • Excellent judgment in medical risk evaluation, negotiation, and complex deal strategy
  • Strong communication skills with the ability to translate underwriting decisions to Sales and external partners
  • Highly organized, adaptable, and effective in a fast-paced, deadline-driven environment
  • Proven ability to balance leadership responsibilities with hands-on execution

Requirements

~1 min read
  • Bachelor’s degree or equivalent professional experience
  • 5+ years of stop loss or health plan underwriting experience
  • Prior experience in a team lead, mentor, or informal leadership role strongly preferred
  • Proficiency with underwriting systems, Salesforce reporting, and Microsoft Office tools

Perks & Benefits:

  • Fully paid medical, dental, and vision benefits.
  • Flexible PTO
  • 401k company contribution
  • Tuition reimbursement
  • Professional development allowance
  • Transportation allowance and daily parking reimbursement 
  • Engaging hybrid work environment

The drive to learn, to improve, and to deliver outstanding value every day.

The ability to see the big picture and prepare to meet tomorrow’s needs.

The passion to produce at higher rates and to the highest standards.

A united community creating better health benefit solutions for all.

Disclosures:
ParetoHealth is an Equal Opportunity Employer and does not discriminate on the basis of race, color, religion (creed), gender, gender expression, age, national origin (ancestry), disability, marital status, sexual orientation, or military status, in any of its activities or operations. These activities include, but are not limited to, hiring and firing of staff, selection of volunteers and vendors, and provision of services. We are committed to providing an inclusive and welcoming environment for all members of our staff, clients, volunteers, subcontractors, vendors, and clients.
California Applicants:  See Pareto’s CCPA Notice of Collection for California Employees and Applicants for information about how Pareto Captive Services, LLC, Pareto Health, LLC, and Pareto Underwriting Partners, LLC, together with their respective subsidiaries (collectively, “Pareto”) collects and uses personal information submitted by employment applicants.

Location & Eligibility

Where is the job
Philadelphia, United States
On-site at the office
Who can apply
US
Listed under
United States

Listing Details

Posted
April 9, 2026
First seen
April 9, 2026
Last seen
May 5, 2026

Posting Health

Days active
25
Repost count
0
Trust Level
23%
Scored at
May 5, 2026

Signal breakdown

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Underwriting Team Lead - New Business