Vice President - Transformation
About Us
We are a high-growth health plan redefining access to affordable, flexible benefits for small and mid-sized businesses. Our solutions—ICHRA and level-funded health plans—are two of the fastest-growing segments in the insurance market. We are building for the future of health care with innovation at the core.
Position Summary
The Transformation & Strategy Leader will join a fast-moving team tasked with creating value across both internal operations and external market strategy—driving efficiency, managing costs, mitigating risk, improving member and provider experiences, and enabling scale through innovation. Reporting to the Chief of Staff and working as part of a team of internal consultants, this leader will be deployed on the company’s most pressing priorities.
Assignments may focus on operational improvements (e.g., systems optimization, process redesign, risk reduction) or on market-facing priorities (e.g., product design and positioning, distribution strategy, provider network strategy). Once a project is completed and embedded into operations, you will be redeployed to the next high-value opportunity—ensuring broad exposure to the most critical initiatives across the business.
Key Responsibilities
●Conduct comprehensive evaluations of current-state processes, systems, performance, and market position. Collaborate with business leaders, subject matter experts and stakeholders to identify pain points, inefficiencies, or gaps in competitiveness.
●Use data and metrics to assess both internal effectiveness and external opportunities to translate business objectives into practical, future-ready strategies that address root cause issues and unlock growth.
●Manage cross-functional initiatives from planning through execution. Build business cases to align on ROI, accountability and measurable impact. Ensure solutions—whether internally focused or market-facing—are embedded sustainably into operations.
●Identify opportunities to leverage automation, advanced analytics, and AI to improve efficiency and enhance stakeholder experience. Partner with IT, product, and data teams to design and implement scalable, tech-enabled solutions.
●Develop and execute communication and change management plans to ensure stakeholder alignment and adoption.
●Ensure all projects comply with regulatory standards and internal risk controls.
●Contribute to ongoing team and enterprise initiatives that extend beyond assigned projects. Other duties, as assigned.
Qualifications
●10+ years of progressive experience in management consulting, corporate strategy, transformation, or operations leadership.
●Strong understanding of the health insurance industry, either internal operations (plan administration, compliance, distribution) or market-facing functions (product development, pricing, network strategy, member/provider experience).
●Proven ability to design and deliver large-scale transformation initiatives with measurable outcomes.
●Strong data analysis, process mapping, and operational design capabilities.
●Experience with enabling technologies—including automation, analytics, and AI.
●Exceptional leadership, communication, and influencing skills.
●Ability to thrive in a high-growth, fast-paced, and evolving environment.
●Bachelor’s degree required; MBA or advanced degree strongly preferred.
What We Offer
●Opportunity to work at the forefront of innovation in health insurance.
●A dynamic role with opportunity for exposure to both internal operations and market-facing strategy.
●High visibility with executives and leadership across the organization.
●Competitive compensation, benefits, and professional growth opportunities.
Gravie:
In order to transform health insurance and build a health plan everyone can love, we need talented people doing amazing work. In exchange, we offer a great overall employee experience with opportunities for career growth, meaningful mission-driven work, and an above average total rewards package.
The salary range for this position is $180000 - $250000 annually. Numerous factors including, but not limited to, educations, skills, work experience, certifications, etc. will be considered when determining compensation. In addition to base salary, this position is also eligible to participate in Gravie’s annual bonus program. Stock options may also be awarded as part of the compensation package.
Our unique benefits program is the gravy, i.e., the special sauce that sets our compensation package apart. In addition to standard health and wellness benefits, Gravie’s package includes alternative medicine coverage, flexible PTO, up to 16 weeks paid parental leave, paid holidays, a 401k program, cell phone reimbursement, transportation perks, education reimbursement, and 1 week of paid paw-ternity leave.
A Little More About Us:
At Gravie, we're on a mission to reinvent health benefits for small and midsize businesses—making high-quality, affordable healthcare accessible to employers and their employees. We believe better benefits lead to better lives, and we’re building the future of health benefits to reflect just that.
We’re proud to be the only company offering both innovative level-funded health plans and a market-leading ICHRA solution, giving employers more choice and flexibility than ever before.
And guess what? Our customers love us. With member and employer satisfaction rates consistently trending above 80%, we know our health plans are working the way they should. Backed by some of the most sought-after investors in the country, we have the resources and long-term support to build something truly transformative—and we’re just getting started.
At Gravie, we do things differently. We’ll challenge you, and we’ll welcome you challenging us. Good ideas are everyone's job here. You’ll join a team that’s smart, mission-driven, and unafraid to push boundaries if it means making a bigger impact for the people we serve.
If you're energized by a high-performance, high-trust environment where your voice matters, Gravie might be just the place for you.
About the job
Apply for this position
Vice President - Transformation
About Us
We are a high-growth health plan redefining access to affordable, flexible benefits for small and mid-sized businesses. Our solutions—ICHRA and level-funded health plans—are two of the fastest-growing segments in the insurance market. We are building for the future of health care with innovation at the core.
Position Summary
The Transformation & Strategy Leader will join a fast-moving team tasked with creating value across both internal operations and external market strategy—driving efficiency, managing costs, mitigating risk, improving member and provider experiences, and enabling scale through innovation. Reporting to the Chief of Staff and working as part of a team of internal consultants, this leader will be deployed on the company’s most pressing priorities.
Assignments may focus on operational improvements (e.g., systems optimization, process redesign, risk reduction) or on market-facing priorities (e.g., product design and positioning, distribution strategy, provider network strategy). Once a project is completed and embedded into operations, you will be redeployed to the next high-value opportunity—ensuring broad exposure to the most critical initiatives across the business.
Key Responsibilities
●Conduct comprehensive evaluations of current-state processes, systems, performance, and market position. Collaborate with business leaders, subject matter experts and stakeholders to identify pain points, inefficiencies, or gaps in competitiveness.
●Use data and metrics to assess both internal effectiveness and external opportunities to translate business objectives into practical, future-ready strategies that address root cause issues and unlock growth.
●Manage cross-functional initiatives from planning through execution. Build business cases to align on ROI, accountability and measurable impact. Ensure solutions—whether internally focused or market-facing—are embedded sustainably into operations.
●Identify opportunities to leverage automation, advanced analytics, and AI to improve efficiency and enhance stakeholder experience. Partner with IT, product, and data teams to design and implement scalable, tech-enabled solutions.
●Develop and execute communication and change management plans to ensure stakeholder alignment and adoption.
●Ensure all projects comply with regulatory standards and internal risk controls.
●Contribute to ongoing team and enterprise initiatives that extend beyond assigned projects. Other duties, as assigned.
Qualifications
●10+ years of progressive experience in management consulting, corporate strategy, transformation, or operations leadership.
●Strong understanding of the health insurance industry, either internal operations (plan administration, compliance, distribution) or market-facing functions (product development, pricing, network strategy, member/provider experience).
●Proven ability to design and deliver large-scale transformation initiatives with measurable outcomes.
●Strong data analysis, process mapping, and operational design capabilities.
●Experience with enabling technologies—including automation, analytics, and AI.
●Exceptional leadership, communication, and influencing skills.
●Ability to thrive in a high-growth, fast-paced, and evolving environment.
●Bachelor’s degree required; MBA or advanced degree strongly preferred.
What We Offer
●Opportunity to work at the forefront of innovation in health insurance.
●A dynamic role with opportunity for exposure to both internal operations and market-facing strategy.
●High visibility with executives and leadership across the organization.
●Competitive compensation, benefits, and professional growth opportunities.
Gravie:
In order to transform health insurance and build a health plan everyone can love, we need talented people doing amazing work. In exchange, we offer a great overall employee experience with opportunities for career growth, meaningful mission-driven work, and an above average total rewards package.
The salary range for this position is $180000 - $250000 annually. Numerous factors including, but not limited to, educations, skills, work experience, certifications, etc. will be considered when determining compensation. In addition to base salary, this position is also eligible to participate in Gravie’s annual bonus program. Stock options may also be awarded as part of the compensation package.
Our unique benefits program is the gravy, i.e., the special sauce that sets our compensation package apart. In addition to standard health and wellness benefits, Gravie’s package includes alternative medicine coverage, flexible PTO, up to 16 weeks paid parental leave, paid holidays, a 401k program, cell phone reimbursement, transportation perks, education reimbursement, and 1 week of paid paw-ternity leave.
A Little More About Us:
At Gravie, we're on a mission to reinvent health benefits for small and midsize businesses—making high-quality, affordable healthcare accessible to employers and their employees. We believe better benefits lead to better lives, and we’re building the future of health benefits to reflect just that.
We’re proud to be the only company offering both innovative level-funded health plans and a market-leading ICHRA solution, giving employers more choice and flexibility than ever before.
And guess what? Our customers love us. With member and employer satisfaction rates consistently trending above 80%, we know our health plans are working the way they should. Backed by some of the most sought-after investors in the country, we have the resources and long-term support to build something truly transformative—and we’re just getting started.
At Gravie, we do things differently. We’ll challenge you, and we’ll welcome you challenging us. Good ideas are everyone's job here. You’ll join a team that’s smart, mission-driven, and unafraid to push boundaries if it means making a bigger impact for the people we serve.
If you're energized by a high-performance, high-trust environment where your voice matters, Gravie might be just the place for you.