Hi, we're Oscar. We're hiring an Senior Manager, Multicultural Insurance Solutions to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Senior Manager, Multicultural Insurance Solutions is responsible for the end-to-end strategy, design, execution and performance of multicultural products that address the needs of diverse member populations across language, culture, ethnicity, geography and socioeconomic status across the individual and employer-subsidized markets. This role is accountable for ensuring offerings are culturally relevant, affordable, compliant, and operationally scalable and owns multicultural product strategy from insight generation through implementation post launch performance, ensuring offerings are culturally responsive, regulatory-compliant, operationally scalable and measurably effective.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $149,040 - $195,615 per year in New Jersey, New York, and California. The base pay for all other locations is: $134,136 - $176,053 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

• Product Strategy & Design

  • Own the end-to-end lifecycle of multicultural insurance products from ideation and benefit design through launch, performance management, and optimization informed by population demographics, utilization patterns, health disparities, member feedback and market specific needs

  • Define product intents and value propositions tailored to culturally and linguistically diverse populations

  • Translate insights into scalable product designs, including benefit structures, programs, services and engagement models

  • Ensure product strategies align to enterprise growth, equity, quality and affordability objectives

  • Lead benefit design for multicultural plans, including augmenting existing offerings, remediating underperforming designs, and introducing new benefit structures informed by population needs and product performance

  • Collaborate across internal partners on all necessary aspects of our multicultural products  

  • Contribute to annual planning, roadmap development, and prioritization for multicultural products

   

  Analytics & Insight Generation

  • Leverage quantitative and qualitative analytics to identify unmet needs, disparities and opportunities across multicultural populations

  • Partner with data teams to develop models, dashboards and KPIs for relevant attributes

  • Use data to inform prioritization, investment decisions and trade off analyses

  • Translate insights into clear recommendations for senior leadership and cross functional partners

   

  Execution &  Implementation 

  • Build and manage business cases for new and existing products, including financial modeling, membership projections, and ongoing performance tracking against goals

  • Ensure product designs and enhancements consider the end to end consumer journey and experience, including enrollment, access to care, ongoing engagement, and member support, with attention to cultural needs

  • Support go to market planning in partnership with growth, sales, and marketing teams, ensuring product positioning and materials are culturally and linguistically appropriate

  • Lead cross-functional execution for multicultural product enhancements, issue resolution, and implementation activities

  • Act as the final product owner accountable for readiness prior to launch

   

  Regulatory, Compliance & Equity Alignment

  • Work closely with regulatory and legal teams to ensure multicultural plans comply with federal and state requirements, including language access and nondiscrimination standards and are filed, updated, and approved as needed

  • Embed health equity principles into product governance, documentation and approvals

   

  Performance & Continuous Improvement

  • Measure product effectiveness through outcomes such as access, engagement, utilization, quality, experience and cost, identify gaps and lead remediation efforts

  • Conduct retrospectives alongside the Strategic Implementation team to capture learnings and drive continuous improvement

  • Analyze product performance using financial and membership metrics to forecast results, identify risks and opportunities, and inform decision-making

   

  Cross Functional Leadership & Influence

  • Serve as the multicultural product SME and strategic cross functional partner, embedding cultural competence into product design standards and decision making and communicating complex product strategies and performance insights clear to executive leaders

  • Other duties as assigned

  • Compliance with all applicable laws and regulations

  
  
  

Requirements:

• 6+ years of experience developing, managing, or supporting commercial insurance products, including multicultural offerings

• 5+ years experience with ACA, including individual market place and small group products

• 3+ years of Demonstrated ownership of end to end product lifecycle management

• 5+ years Demonstrated experience designing and executing multicultural, equity-focused or population specific products

• 3+ years Experience working cross-functionally in highly regulated and sometimes vague environments

• 3+ years experience making analytical and data-driven decisions

• 4+ years of experience managing cross functional stakeholders and initiatives 

• Ability to speak fluent Spanish

• Travel up to 25% of the time

Bonus points:

• Bachelor’s degree in business, healthcare, public policy, analytics, or related field

• Experience developing or managing products for multicultural, multilingual, or underserved populations

• Spanish language proficiency strongly preferred

• Experience with business intelligence tools, experience with SQL, Excel, or similar tools

• Experience incorporating affordability, access, and cultural considerations into product strategy and execution

Hi, we're Oscar. We're hiring a Senior Manager, Individual and Family Plan Insurance Solutions to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Senior Manager, Individual and Family Plan Insurance Solutions is a hands-on product owner accountable for end-to-end plan outcomes for assigned IFP markets. This role owns plan strategy, detailed design, filing execution, launch readiness, and post-launch performance, and is directly responsible for plan quality and stability once live. This individual is also directly accountable for health solution execution from product development to filing, launch, and post-launch performance, while also being directly accountable for plan readiness, quality, and issue remediation.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $149,040 - $195,615 per year in New Jersey, New York, and California. The base pay for all other locations is: $134,136 - $176,053 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

Strategy & Plan Design

• Lead end-to-end plan design, including benefits, cost-sharing, and networks while balancing member experience with affordability and operational constraints

• Translate market strategy, regulatory requirements, and growth objectives into detail executable designs

• Proactively identify design opportunities or risks based on market dynamics and performance insights

• Use quantitative and qualitative data to drive design decisions and proactively identify market risks or opportunities.

Execution & Filing Ownership

• Serve as the primary product owner for assigned market filings, coordinating cross-functionality with Actuarial, Regulatory, Compliance, Operations and Technology teams to ensure on-time accurate delivery

• Ensure all designs are accurately reflected in filings, systems, and member-facing materials

Quality, Approvals & Accountability

• Lead plan-level Quality Assurance (QA) and readiness reviews; identify and remediate design or execution defects

• Escalate material risks with clear recommendations and supporting analysis

Post-Launch Performance

• Partner with Market Directors and Actuarial to monitor plan performance post-launch

• Identify underperformance, conduct root-cause analysis, and drive corrective actions

• Feed learnings forward into future plan cycles and portfolio discussions

Requirements:

• 6+ years of product management experience, preferably in IFP and Employer-Subsidized products

• 5+ years of management experience in cross-functional environment (e.g., finance, consulting, health insurance)

• 4+ years of experience owning plan design and regulatory filings

• 3+ years of experience and strong proficiency with Excel and SQL required to manipulate and analyze data

• Travel up to 25% of the time

Bonus points:

• BS/BA degree in a quantitative or healthcare field such as Business, Healthcare, Economics, Mathematics, Statistics, Actuarial Science and Finance or equivalent years of experience.

• 6+ years in a fast-paced, cross-functional environment such as consulting, finance, economics, or business development

• Prior experience in Health Insurance (Individual and/or Small Employer) and/or Healthcare industry 

• Experience with R, and/or Python

• Demonstrated ability to navigate ambiguity to drive to outcomes, work with large datasets and distill analyses into actionable business insights with a structured and systematic thought process

Hi, we're Oscar. We're hiring an Senior Manager, Clinical & Disease Specific Insurance Solutions to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Senior Manager, Clinical & Disease Specific Insurance Solutions, owns the end to end lifecycle of insurance products designed to serve members with specific clinical needs or disease profiles (e.g., diabetes, COPD). This role is accountable for product strategy, benefit design, launch, performance management, and ongoing optimization, ensuring plans improve access, remove barriers to care, improve clinical outcomes, and affordability, while remaining compliant and operationally scalable.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $149,040 - $195,615 per year in New Jersey, New York, and California. The base pay for all other locations is: $134,136 - $176,053 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

• Clinical & Disease Specific Plan Strategy & Design

  • Own the full end to end lifecycle of clinical and disease specific insurance products from ideation/strategy and benefit design through launch, performance management, and optimization aligned to outcomes, regulatory requirements, affordability and growth objectives

  • Build and manage business cases for new and existing products, including financial modeling, membership projections, and ongoing performance tracking against goals

  • Analyze product performance using financial and membership metrics to forecast results, identify risks and opportunities, and inform decision-making

  • Lead benefit design for disease-specific plans, including augmenting existing offerings, remediating underperforming designs, and introducing new benefit structures informed by clinical insight, utilization patterns, and product performance

  • Design and manage product portfolios aligned to defined clinical populations, such as members with chronic conditions, high cost, or high utilization profiles, or condition specific care needs

  • Contribute to annual planning, roadmap development, and prioritization for clinical and disease-specific products

  • Identify risks, gaps, and opportunities across benefit design, performance, affordability, and access, recommending corrective actions as needed

   

  Execution, Filings and Regulatory Alignment

  • Responsible for execution of clinical plan designs through internal approvals, filings and supporting documentation

  • Partner with regulatory and legal teams and incorporate federal and state regulatory guidance, clinical mandates and medical policy changes into plan designs and pricing inputs.

  • Ensure compliance with all applicable laws, regulations, and internal governance standards

   

  Cross Functional Leadership & Collaboration

  • Serve as the primary product directly responsible individual (DRI) for clinical plans, coordinating all necessary plan aspects  across Clinical, Actuarial, Network, Medical Affairs, Finance,  Legal and Compliance

   

  Performance & Optimization

  • Develop and maintain regular performance reporting and product look-backs, assessing financial, clinical, operational, and outcomes across disease-specific populations

  • Lead cross-functional execution for clinical product enhancements, pilots, and issue resolution

  • Compliance with all applicable laws and regulations

  • Other duties as assigned

  
  
  

Requirements:

• 6+ years of experience developing, managing, or supporting commercial insurance products, including clinical programs and disease-specific product offerings

• 5+ years of experience and Understanding of clinical policy, utilization management, quality programs and regulatory requirements (ACA, state mandates, CMS guidance, etc…)

• 3+ years multi-year experience with ACA, including individual market place and small group products

• 3+ years demonstrated ownership of end to end product lifecycle management

• 3+ years experience and proven ability to lead   cross-functionally in highly regulated, matrixed and sometimes vague environments

• 3+  years experience making Strong analytical and data-driven decisions with Ability to translate population-specific insights into product and benefit design decisions

• Travel up to 25% of the time

Bonus points:

• Bachelor’s degree in business, healthcare, public policy, analytics, or related field

• Experience developing or managing clinically differentiated health plans.

• Familiarity with medical policy development, clinical governance and provider models.

• Experience supporting regulatory filings and audits

• Experience developing or managing products for chronic conditions, high-utilizer populations, or disease-specific cohorts

• Experience with business intelligence tools, experience with SQL, Excel, or similar tools

• Experience incorporating clinical outcomes, quality measures, and care management programs into product design

• Background in population health, value-based care, or care delivery innovation a plus

Hi, we're Oscar. We're hiring a Senior Analyst, Individual and Family Plan Insurance Solutions to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Senior Analyst, Individual and Family Plan Insurance Solutions, provides foundational analytical research and product level support across Oscar’s individual and family (IFP) and employer-subsidized product portfolios. This role focuses on data analysis, market and competitive research, and performance monitoring of our markets to inform product strategy, design decisions, and execution readiness across on-exchange and employer-subsidized (ICHRA) solutions.

This role operates horizontally across product lines and segments, serving as an insight engine for product teams and enabling data-driven decision making in a regulated, multi-market environment.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $83,628 - $109,761 per year in New Jersey, New York, and California. The base pay for all other locations is: $75,265 - $98,785 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

Market, Policy, and Competitive Research

• Play a key role in building, maintaining and identifying improvements to models that forecast membership growth and retention rates in support of strategic decisionsConduct market and competitive research across individual and employer-subsidized health insurance offerings
• Analyze competitor plan designs, benefit structures, pricing approaches, and positioning
• Track regulatory and policy developments and support impact assessments for product teams
• Support population and employer-segment research initiatives

Product Performance Analytics

• Analyze product performance across growth, retention, utilization, and margin metrics
• Build and maintain recurring dashboards and performance reports
• Support deep-dive analyses for product reviews, remediation efforts, and future-year planning
• Identify trends, anomalies, and emerging risks through data analysis

Product & Filing Support

• Support product teams during filing cycles through data validation, QA, and analytical support
• Assist in preparation of analytical material required for regulatory submissions and internal reviews
• Ensure data accuracy and consistency across product artifacts

Insight Translation & Communication

• Translate complex analyses into clear, structured insights for product and cross-functional partners
• Prepare summaries, exhibits, and briefing materials for product leadership
• Support documentation of learnings to inform future product cycles
• Compliance with all applicable laws and regulationsOther duties as assigned
  
  

Requirements:

• 1+ years developing and managing commercial insurance products.
  
  
• Travel up to 25% of the time

Bonus points:

• BS/BA degree in a quantitative or healthcare field such as Business, Healthcare, Economics, Mathematics, Statistics, Actuarial Science and Finance or equivalent years of experience.
• 1+ years in a fast-paced, cross-functional environment such as consulting, finance, economics, or business development
• Proven analytical experience with the analytical skills to translate hard data into insight and action
• Prior experience in Health Insurance (Individual and/or Small Employer) and/or Healthcare industry
• Demonstrated ability to navigate ambiguity to drive to outcomes, work with large datasets and distill analyses into actionable business insights with a structured and systematic thought process

Hi, we're Oscar. We're hiring a Director, Speciality, Multicultural, and Innovative Insurance Product Solutions to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Director, Speciality, Multicultural, and Innovative Insurance Product Solutions is accountable for the end to end strategy, design, execution and performance of a portfolio of differentiated product solutions that address complex, high need and emerging member segments designed to serve diverse populations and specialized consumer needs. This role owns innovation initiatives across multicultural plans, affordability-focused offerings, clinical plan design, and ancillary benefits, ensuring products are competitive, compliant, and operationally scalable.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $180,504 - $236,911 per year in New Jersey, New York, and California. The base pay for all other locations is: $162,453 - $213,220 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

• Own the portfolio strategy, design, continuous improvement and long term vision for specialty, multicultural and innovative product solutions, including Determining and being accountable for which speciality and multicultural products are launched, expanded, modified, or discontinued based on performance, consumer insights, and market dynamics

• Identify opportunities driven by member needs, health disparities, utilization trends, cost drivers and market dynamics

• Define product intents, investment and roadmaps aligned to enterprise growth, equity, quality and affordability goals

• Serve as a thought leader to drive ideation and development of clinically informed plan designed aligned to specific populations, conditions, and community needs for differentiated and emerging product solutions

• Own innovation initiatives focused on affordability, access, and clinical differentiation, including benefit design, cost-sharing strategies, and targeted plan constructs

• Own financial and membership performance tracking for products, projecting outcomes, measuring success against targets, and adjusting strategy based on data-driven insights

• Oversee development and integration of ancillary benefits and products, ensuring alignment with core medical offerings and regulatory requirements

• Drive standardization where possible while allowing for market-specific customization

• Set quality standards for documentation, requirements and approvals

• Establish an analytics-driven operating model across the product portfolio in collaboration with the analytics team, developing segmentation frameworks, dashboards and KPIs (e.g. access, utilization, quality, engagement, cost and experience) and translate complex analyses into clear executive-level insights and recommendations

• Responsible for execution of multicultural, innovative, speciality, and clinical plan designs through internal approvals, filings and supporting documentation

Cross Functional Leadership & Regulatory Partnership

• Partner with cross functional teams including Actuarial, Clinical, Network, Regulatory, and legal to align benefit design, pricing, provider strategies, affordability objectives, and compliance with federal and state requirements

• Lead cross-functional teams through product development, regulatory filing, implementation readiness, and post-launch performance evaluation

• Build, lead, and develop high-performing product teams, setting clear expectations, priorities, and accountability

• Foster an inclusive, safe team culture that values diverse perspectives and encourages thoughtful risk-taking and innovation

Requirements:

• Bachelors Degree or 4+ commensurate work experience

• 10+ years of experience developing and managing commercial insurance products

• 8+ years experience with people leadership, including managing managers or senior individual contributors

• 6+ years of experience developing, evaluating, and monitoring business cases, including revenue forecasts, cost structures, ROI, and long-term value creation

• Travel up to 25% of the time

Bonus points:

• Bachelor’s degree or higher in business, healthcare or quantitative degree

• Experience developing products for diverse, multicultural, or underserved populations

• Experience with affordability initiatives, clinically oriented plan designs, or specialized ancillary benefit structures

• Familiarity with ancillary products (e.g., dental, vision, supplemental health benefits)

• Track record of developing leaders and shaping strong team culture

• Experience with the Qualified Health Plan certification process

Hi, we're Oscar. We're hiring an Associate, Solutions Execution to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Associate, Solutions Execution plays a critical role with the Product organization with a primary focus on product filings, plan benefit templates (PBT’s) and program governance.. This role is responsible for supporting QA documentation, production and publication readiness, version control and exact execution to ensure the product changes are delivered accurately, on time and in accordance with established controls and calendars. This role serves as an operational hub for Product Managers and support teams, ensuring documentation is complete, clean, and consistently maintained, while helping enforce freeze periods, distribution protocols and third party coordination.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $101,844 - $133,670 per year in New Jersey, New York, and California. The base pay for all other locations is: $91,659 - $120,303 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

• Support preparation, maintenance, and submission of insurance product filing materials, including PBT’s, SBC’s, and SOB’s

• Ensure benefit designs, cost sharing, and product configurations are accurately reflected across filing documentation, with little to no rework

• Support the documentation of  quality assurance activities to ensure filing accuracy and compliance

• Ensure compliance with applicable laws, regulations, and internal governance standards

• Support production extract execution in alignment with the established calendar and production schedule

• Ensure extracts are pulled accurately and distributed to downstream partners as required

• Assist in monitoring and enforcing system freeze windows to prevent unauthorized changes during critical periods

• Support version control and distribution processes, ensuring artifacts are properly labeled, stored and distributed

• Orchestrate cross-functional initiatives by structuring project plans, monitoring projects, managing issue resolution, and ensuring alignment across senior stakeholders

• Track updates, changes, and version control across filing cycles, including regulatory objections

• Support governance processes and tracking of filing timelines by documenting decisions, approvals, key milestones

• Coordinate inputs and outputs across Product, Regulatory, Operations, Implementation, and Legal teams

• Assist with regulator follow-ups and filing related inquiries and Identify risks, inconsistencies, or gaps and escalate as appropriate

• Support the multi-year product operating model including integration of market research, competitive analysis, product positioning, and product performance

• Provide administrative coordination support for insurance product strategy, innovation and execution teams, as well as third party vendors supporting product execution or QA activities

• Compliance with all applicable laws and regulations

• Other duties as assigned

Requirements:

• 3+ years of experience supporting insurance products, regulatory filings, and related program management work

• 2+ years of experience with ACA, individual, or small group insurance products, including filing programs

• 2 + years of experience with regulatory filing QA and version control

• 1+ years of experience working in a cross-functional, fast-paced environment

• 1+ years of experience working with calendars, deadlines and production schedules

• 1+ years of experience working across multiple teams and managing competing priorities

• 1+ years of experience with documentation tools, spreadsheets and collaboration platforms

• Travel up to 25% of the time

Bonus points:

• Bachelor’s degree in business, healthcare, public policy, or related field

• Familiarity with PBT’s, SOB’s, and SBC’s, including other regulatory filings and insurance product documentation

• Strong organizational, communication, and follow-through skills

• Proficiency with Google Suite and Microsoft Suite products, including familiarity with data tools and filing systems

• Proficiency with Excel and SQL required to manipulate and analyze data, (R, and/or Python beneficial)

• Demonstrated ability to navigate ambiguity to drive to outcomes, work with large datasets and distill analyses into actionable business insights

Hi, we're Oscar. We're hiring an Associate, Individual and Family Plan Insurance Solutions to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Associate, Individual and Family Plan Insurance Solutions, supports end to end product strategy, research, and delivery across Oscar’s Individual & Family (IFP) and employer-subsidized (e.g., ICHRA) solutions. This role operates horizontally across product lines, partnering with product management, market leadership, actuarial, regulatory, operations, and analytics to support product design decisions, filing readiness, and in-market performance through structured research, analysis, and disciplined execution.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $106,812 - $140,190 per year in New Jersey, New York, and California. The base pay for all other locations is: $96,130 - $126,171 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

• Product Strategy & Research

  • Identify and provide key data and market insights that contribute to the design, launch and management of a product portfolio based on current product performance, competitive market, and new industry trends

  • For a subset of the portfolio, play a key role in determining which products should be added, modified, or discontinued based on product performance results

  • Support product strategy development across on-exchange and employer-subsidized offerings through market research, competitive analysis, and internal performance insights

  • Conduct structured qualitative and quantitative research to inform product design decisions, including benefit structures, cost-sharing approaches, and positioning

  • Track and synthesize regulatory, policy, and market developments and assess potential product impacts

  • Support population and segment based research to understand member and employer needs across portfolios

   

  Cross Functional Execution Support

  • Support execution of product initiatives that span IFP and employer-subsidized solutions

  • Assist in development of product artifacts required for filings, launch readiness, and internal governance

  • Coordinate inputs across product, market, actuarial, regulatory, and operational teams to ensure alignment and completeness

  • Track timelines, dependencies, and risks across multiple concurrent workstreams

   

  Performance Monitoring & Insight Development

  • Support monitoring of post-launch product performance across growth, retention, utilization, and margin metrics

  • Develop analyses to identify emerging risks, performance gaps, and optimization opportunities

  • Prepare materials to support post-launch reviews, remediation discussions, and future year planning

   

  Governance, Quality & Documentation

  • Support QA and validation of product designs, filing materials, and supporting documentation

  • Assist in documenting assumptions, decision, and learnings to support auditability and future cycles

  • Compliance with all applicable laws and regulations

  • Other duties as assigned

Requirements:

• 3+ years experience developing and managing commercial insurance products.

• Travel up to 25% of the time

Bonus points:

• BS/BA degree in a quantitative or healthcare field such as Business, Healthcare, Economics, Mathematics, Statistics, Actuarial Science and Finance or equivalent years of experience.

• 3+ years in a fast-paced, cross-functional environment such as consulting, finance, economics, or business development

• Proven analytical experience with the analytical skills to translate hard data into insight and action

• Prior experience in Health Insurance (Individual and/or Small Employer) and/or Healthcare industry

• Demonstrated ability to navigate ambiguity to drive to outcomes, work with large datasets and distill analyses into actionable business insights with a structured and systematic thought process

Hi, we're Oscar. We're hiring an Associate Director, Solutions Execution to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Associate Director, Solution Execution is responsible for driving high-quality execution across Oscar’s insurance product lifecycle, with direct accountability for regulatory filing delivery, quality assurance, and cross-functional product program governance. This role serves as the operational backbone of Product Management, acting as the hub between Product Managers, downstream execution teams and third party vendors to ensure product decisions are translated into accurate, controlled and on time outputs. This role ensures that product intent, regulatory requirements, and operational execution are tightly aligned from early product definition through filing, implementation, and ongoing optimization efforts.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $180,504 - $236,911per year in New Jersey, New York, and California. The base pay for all other locations is: $162,453 - $213,220 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

• QA Governance & Control Ownership

  • Own the QA execution framework & continuous validation and oversee QA process for product execution to ensure product designs and filing artifacts accurately reflect approved product intent

  • Establish and enforce quality thresholds, escalation criteria and remediation workflows for identified defects or gaps

  • Translate QA outcomes into actionable insights for Product Managers and leadership

   

  Product Validation Testing

  • Ensure testing reflects approved product designs, versions and regulatory requirements

  • Partner with Product Managers to confirm testing and ensure findings are properly logged, resolved and signed off

  • Ensure outputs are distributed to the right stakeholders at the right time

   

  Production, Publication & Version Control

  • Lead production and publication readiness, ensuring all extracts are pulled in accordance with the approved calendar and release schedule

  • Enforce system freeze windows, ensuring no unauthorized updates occur during critical extraction or publication periods

  • Own version control standards, ensuring correct versions are labeled, distributed and retained as the source of record

   

  Vendor & Escalation Leadership

  • Serve as the primary escalation point for third-party vendors supporting product execution and QA

  • Oversee vendor performance, capacity and adherence to quality and delivery expectations

  • Manage external vendors supporting filing related and QA processes to ensure product designs and filing artifacts accurately reflect approved product intent

  • Partner with product leadership and procurement on vendor optimization, performance management and risk mitigation

   

  Cross-Functional Leadership & Enablement

  • Act as a central hub for the product team

  • Lead and manage regulatory filings and quality assurance teams, setting priorities, performance expectations, and development plans

  • Own the end to end regulatory filing execution and serve as cross functional execution lead,, ensuring accuracy, compliance, and on-time submissions to internal teams across Oscar’s service area

  • Establish execution rhythms, track milestones, surface risks, and drive issue resolution

  • Support leadership decision making with clear, concise updates and recommendations

  • Mentor and lead associate level execution staff

  • Compliance with all applicable laws and regulations

  • Other duties as assigned

  
  
  

Requirements:

• 7+ years of experience in insurance product (IFP and Small Group) execution, regulatory filings, and related roles

• 3+ years experience managing people 

• 5+ years Hands-on experience with health insurance regulatory filing processes, noting significant familiarity with ACA and state regulatory filings / environments

• 4+ years of proven experience leading complex QA and production workflows

• 4+ years experience and strong understanding of controls, documentation standards and version management

• 3 + years of experience operating in close partnership with senior leaders, supporting execution through strong planning, prioritization, and operating cadence

• 3+ years project management Experience, managing complex stakeholder calendars, forums, and meeting rhythms to ensure critical work progresses efficiently and leadership time is used effectively

• 3+ years of Experience managing or overseeing third party vendors

• Travel up to 25% of the time

Bonus points:

• Bachelor’s degree or higher in business, healthcare or quantitative degree

• Experience with product development process, focused on individual and family plans

• Experience supporting senior leaders through cross-functional agenda setting, meeting preparation, and follow-through on key decisions

Hi, we're Oscar. We're hiring an Associate Director, Individual and Family Plan Insurance Solutions to join our Insurance Product Development team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Associate Director, Individual and Family Plan Insurance Solutions leads complex or multi-market IFP portfolios, owning strategic intent, design coherence, execution quality, and shared accountability for in-market performance alongside leadership. This role functions as a primary decision-maker within defined authority and a senior escalation point for complex design, filing, and execution issues.

You will report into the Vice President, Insurance Product Innovation and Development

Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote

Pay Transparency: The base pay for this role is: $163,944 - $215,176 per year in New Jersey, New York, and California. The base pay for all other locations is: $147,549 - $193,658 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

• Product Strategy & Design Leadership

  • Define product strategy and plan design direction for multiple markets or complex offerings

  • Translate market strategy, enterprise priorities, and actuarial targets into executable plan designs

  • Drive differentiated product concepts while maintaining compliance with enterprise standards

  • Maintain tight controls over execution timelines, dependencies, and quality

  • Champion innovative, market-differentiated product concepts beyond traditional benefit design

  • Leverage quantitative and qualitative analysis to inform strategy, plan design, execution decisions and post-launch performance

   

  End to End Lifecycle Execution Ownership

  • Oversee end to end plan design and execution across assigned portfolios, including filings and launch readiness

  • Ensure cross-market consistency where required while enabling intentional local differentiation

  • Partner closely with Actuarial to ensure pricing, actuarial value, and benefit design are fully aligned

  • Maintain tight control over execution timelines, dependencies, and quality

   

  Governance, QA & Approvals

  • Serve as a senior approver for plan designs, filings, and regulatory submissions

  • Establish and enforce QA standards, readiness checks, and control points

  • Resolve complex regulatory, design, and execution issues; escalate when appropriate

   

  Post-Launch Ownership

  • Share accountability for live plan performance with leadership and Senior Managers

  • Lead cross-market issue remediation, root-cause analysis, and corrective action

  • Institutionalize learnings into future design and execution playbooks

   

  People & Stakeholder Leadership

  • Lead Senior Managers and Managers responsible for market execution

  • Act as a trusted thought partner to Market Directors, Actuarial, Network, and Regulatory leaders

  • Coach teams on judgement, tradeoff management, and disciplined execution

  • Compliance with all applicable laws and regulations 

  • Other duties as assigned 

  
  
  

Requirements:

• 7+ years of product management experience, with deep IFP and Small Group expertise

• 5+ years of Previous experience with health insurance product development

• 5+ years experience across multiple markets or complex product lines

• 3+ years making strategic judgment  calls and interacting with executive leaders 

• Travel up to 25% of the time

Bonus points:

• Bachelor’s degree or higher in business, healthcare or quantitative degree