Director, Insurance Strategy & Innovation
ParetoHealth
Job Description
Job Description
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.
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)
- 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.- A leading consulting firm is seeking a Director for their Strategy and Execution - Deal Management practice in Chicago. This role involves managing... ...have significant experience, ideally in consulting with insurance clients. Desired qualifications include a bachelor's...SuggestedFlexible hours
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