Director, Insurance Strategy & Innovation

About ParetoHealth

ParetoHealth is redefining the way employers fund healthcare. As the largest and fastest-growing benefits captive in the United States, we help thousands of small and midsize employers take control of healthcare costs through a smarter, more sustainable model.

Our mission is simple: give small and midsize employers the scale and protection they need to eliminate volatility and lower healthcare costs.

By combining data-driven insights, innovative risk management, and the collective purchasing power of our community, we enable employers to reduce volatility, improve long-term outcomes, and reinvest savings into their businesses and their people.

Headquartered in Philadelphia, ParetoHealth is growing rapidly and transforming one of the country's largest industries. Our success is fueled by talented people who are united by our four core values: Fire in the Belly, For the Greater Good, See the Field, and Get It Done Right. These values shape how we innovate, collaborate, make decisions, and deliver exceptional results for our clients and one another.

If you're energized by solving complex challenges, thrive in a high-growth environment, and want to help reshape the future of healthcare, we'd love to meet you.

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.

Position Summary:

ParetoHealth is seeking a Director of Insurance Strategy & Innovation to lead the evolution of our captive-based stop-loss solutions and drive innovation across our risk-sharing model. This role is responsible for defining product vision, advancing innovation, and aligning cross-functional teams to deliver competitive, data-driven solutions for self-funded employers.

As a strategic leader, you will shape and execute initiatives that strengthen Pareto’s differentiated approach. This will include assessing alternative risk structures, managing and evolving our overall suite of protections, identifying market pain points, and developing solutions to address those needs.

The ideal candidate brings strategic thinking, creativity, strong analytical acumen, and a demonstrated ability to translate market and customer insights into impactful product strategies. Additionally, strong communication and collaboration capabilities are required to drive alignment across the organization.

Key Responsibilities:

Product Strategy & Vision

Define and own the risk product strategy for Pareto’s captive and stop-loss portfolio

Assess alternative risk structures and determine whether/how Pareto should evolve captive structures, contribution models, and risk corridors to optimize performance and member experience

Identify market pain points and associated opportunities through broker feedback, claims analysis, regulatory insights, and assessment of the competitive landscape

Develop and prioritize a roadmap to expand/manage a suite of protections for captive Members aligned with company growth objectives and risk appetite

Market & Competitive Intelligence

Understand industry trends, including cost drivers, network strategies, and alternative funding models

Evaluate alternative product designs, pricing approaches, and underwriting methodologies

Partner with sales and marketing to capture voice-of-customer insights from brokers, consultants, and employer groups

Understand risk/ product management capabilities at carriers and TPAs in detail to identify gaps and opportunities

Cross-Functional Leadership

Drive alignment on product priorities and ensure effective execution of key initiatives across underwriting, product, and technology

Support go-to-market efforts in partnership with Product, Sales, and Marketing, including messaging and sales enablement

Required Skills & Qualifications:

3-5 years of top-tier consulting experience

3-5 years of experience owning Insurance Product strategy and innovation (e.g., carrier, broker, MGU)

Experience designing risk transfer solutions

Strong nose for value with ability to translate market pain points into solutions; creative, innovative mindset

Data-driven with strong analytical and financial acumen

Demonstrated ability to lead cross-functional initiatives in a complex, matrixed environment; superior communication skills

Preferred:

Deep understanding of risk-sharing structures and stop-loss mechanics

Experience with captive programs, alternative risk arrangements, or level-funded products

Experience working with mid-market employers (50–1,000 lives)

Exposure to clinical programs, cost containment vendors, and population health strategies

MBA or advanced degree

Core Competencies:

Creative with a focus on value – ability to identify opportunities and develop appropriate solutions

Data-driven – ability to utilize data to validate and size opportunities

Strategic thinking grounded in data and real-world performance

Strong communicator – ability to clearly communicate across all levels and functions to drive alignment

Cross-functional/collaborative – able to work across teams to define a solution and bring it to market (commercial focus)

What Success Looks Like

Continued evolution of Pareto’s captive model as a market-leading solution

Strong adoption and advocacy from brokers, consultants, and employer groups

Tight alignment between product strategy, underwriting, and commercial execution

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

We are guided by our values:

Fire in the belly

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

See the field

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

Get it done right

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

For the greater good

A united community creating better health benefit solutions for all.

Please note that any communication from our recruiters and hiring managers at ParetoHealth about a job opportunity will only be made by a ParetoHealth employee with an @paretohealth.com address. ParetoHealth does not conduct text message or chat-based interviews. Any other email addresses, agencies, or forums may be phishing scams designed to obtain your personal information.

We will not ask you to provide personal or financial information, including, but not limited to, your social security number, online account passwords, credit card numbers, passport information, and other related banking information until we begin onboarding activities, which will be coordinated by a member of the ParetoHealth People Ops Team with an @paretohealth.com email address.

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.