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Vice President, Underwriting

Hi, we’re Gravie. Our mission is to improve the way people purchase and access healthcare through innovative, consumer-centric health benefit solutions that people can actually use. Our industry-changing products and services are developed and delivered by a diverse group of unique people. We encourage you to be your authentic self - we like you that way.

 

A Little More About The role:

Gravie is seeking a Vice President of Underwriting to lead the evolution and scalability of underwriting for Gravie’s Comfort health plan and other proprietary insurance products. This pivotal leadership role will drive strategic transformation, operational excellence, and performance optimization across Gravie’s underwriting function. You will shape underwriting strategies, implement process improvements, and leverage technology to enhance efficiency and measurable outcomes. Your leadership will play a critical role in accelerating Gravie’s growth, strengthening its competitive position, and delivering innovative underwriting solutions that optimize risk and profitability.


Our current focus is on pricing middle market and small group business nationally, leveraging our innovative capabilities. The underwriting focus is on optimizing risk across Gravie’s portfolio whether it is a level funded approach for appropriately sized small-to-midsized group employers or self-insured (ASO) with integrated stop loss arrangements for large groups.  This position reports directly to the Senior Vice President of Underwriting to oversee part of our Underwriting organization, ensuring alignment with Gravie’s business objectives and customer success.

 

You will:

·       Play a key leadership role in evolving and using Gravie’s proprietary underwriting engine to offer competitive pricing for a first-of-its-kind health plan to employers and their employees across the country.

·       Lead Underwriting transformation and strategy by driving the evolution of Gravie’s underwriting organization to enhance scalability, efficiency, and competitive pricing. Implement innovative underwriting methodologies and strategies that support sustainable business growth and market expansion

·       Drive process improvement and measurable impact by implementing data-driven process improvements that enhance underwriting accuracy, speed, and decision-making. Develop key performance indicators (KPIs) to track underwriting effectiveness and deliver measurable business impact.

·       Own and manage the customer pricing for certain segments of new and renewal employer group cases on Gravie’s proprietary products.

·       Enhance operational rigor and governance by overseeing underwriting audits, risk reviews, and limits of authority development to ensure consistency, compliance, and operational discipline.

·       Review underwriting case preparation work from your team defined by guidelines and established authority limits.  This includes suggesting additional analyses as necessary to accurately assess risk and recommend pricing for cases. In some instances, you will be required to roll up your sleeves to review and synthesize a variety of materials related to employer groups’ health plan performance as part of the underwriting reviewLearn the ins and outs of Gravie’s proprietary underwriting engine; add your experience and judgment when underwriting cases; and contribute to the improvement and evolution of Gravie’s underwriting practices. 

·       Work closely with Sales Operations, Actuarial, Finance, Clinical, Pharmacy, and Analytics to achieve financial and business goals

·       Optimize risk and underwriting efficiency by  engaging with Gravie’s third party vendors (for example: Gradient and AMS) and technology partners to enhance risk assessment methodologies and improve underwriting automation.

·       Support customer acquisition and retention by working closely with Sales and Account Management to develop competitive pricing strategies that drive new business growth and maximize customer retention.

·       Champion innovation and continuous improvement within the underwriting function, ensuring that Gravie remains at the forefront of the industry.

 

You bring:

·       Bachelor’s degree Business, Finance, Economics, Statistics, Mathematics, Insurance or other related majors.

·       8+ years of progressive underwriting leadership experience, with a focus on transformation, scalability, and process optimization.

·       Deep expertise in group health underwriting, particularly level-funded arrangements and small-to-midsize employer groups (0-500 lives).

·       Proven track record of implementing underwriting process improvements that drive efficiency, accuracy, and measurable results.

·       Experience in leading and scaling underwriting operations at a high-growth or startup organization.

·       Strategic mindset with the ability to align underwriting strategies with broader business goals.

·       A risk optimization and portfolio management mindset

·       Demonstrated ability to drive cross-functional collaboration and influence stakeholders.

·       Demonstrated commitment to core Gravie competencies of being authentic, curious, creative, empathetic and results oriented

 

Extra credit:

·       Masters degree or other related educational experience

·       Experience in the 0-150 sized employer space

·       Hands-on experience with underwriting technology, automation, and analytics-driven decision-making.

 


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 $183,750 - $306,250 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:

·       We know healthcare. Our company was founded and is still led by industry veterans who have started and grown several market-leading companies in the space.

·       We have raised money from top tier investors who share the same long-term vision as we do of building an industry defining company that will endure over the long run. We are well capitalized.

·       Our customers like us. Our revenue churn is in the low single digits, in an industry where greater than 20% churn is common.

·       Our culture is unique. We tend to be non-hierarchical, merit-driven, opinionated but kind people who thrive working in a high-performance, fast-paced environment. People at Gravie care deeply about making a positive impact in the lives of the people we serve. We may not be the right place for everybody, but if you get energized by doing work every day that focuses on putting consumers at the front of the line, we could be a great place for you. It takes unique people and diverse perspectives to deliver our results. We encourage you to be your authentic self – we like you that way.

 

 

 


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Average salary estimate

$245000 / YEARLY (est.)
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$183750K
$306250K

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What You Should Know About Vice President, Underwriting, Gravie

Hey there! We're Gravie, and we're on a mission to revolutionize how people access and purchase healthcare with our innovative, consumer-centric health benefit solutions. We believe in the power of being yourself, which is why we’re looking for a talented Vice President of Underwriting to join our team in Hartford, CT. This isn't just any underwriting position; it’s a chance to lead the evolution and scalability of our underwriting function as we build the Comfort health plan and other groundbreaking insurance products. As the VP of Underwriting, you’ll be at the forefront of transforming our underwriting strategies, implementing quick-win process improvements, and supercharging our technological capabilities to drive efficiency and impactful results. You'll shape competitive pricing strategies for small-to-midsized group employers while optimizing risk across our diverse product portfolio. Collaboration is key here; you’ll work closely alongside Sales, Actuarial, Finance, and Analytics teams to achieve our growth and customer success goals. We want a strategic thinker who can harness their 8+ years of underwriting experience, especially within group health, to drive innovation while remaining aligned with Gravie's core values of authenticity, curiosity, and empathy. If you're ready to jump in, innovate, and make a lasting impact in the healthcare industry, then come join us – we can't wait to see what you’ll bring to the table!

Frequently Asked Questions (FAQs) for Vice President, Underwriting Role at Gravie
What are the main responsibilities of the Vice President of Underwriting at Gravie?

The Vice President of Underwriting at Gravie will lead a team in evolving our proprietary underwriting capabilities, manage customer pricing for new and renewal employer group cases, oversee auditing processes, and implement innovative methods to enhance efficiency and scalability across our underwriting organization. This strategic role is vital in optimizing risk and profitability while ensuring alignment with Gravie’s business objectives.

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What qualifications are required for the Vice President of Underwriting role at Gravie?

To step into the Vice President of Underwriting role at Gravie, candidates should possess a Bachelor’s degree in a related field like Business, Finance, or Economics and have a minimum of 8 years of progressive underwriting leadership experience. Expertise in group health underwriting, especially for small-to-midsize employers, is essential, along with a track record of successfully implementing underwriting process improvements.

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How can a VP of Underwriting drive transformation and growth at Gravie?

A successful VP of Underwriting at Gravie will drive transformation by implementing innovative underwriting methodologies, improving processes for better accuracy and decision-making, and aligning underwriting strategies with overall business goals. This approach ensures that Gravie not only meets market demands but also sets industry standards, enabling continuous growth.

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What is the work culture like for the Vice President of Underwriting at Gravie?

Gravie's work culture is unique, embracing a non-hierarchical and merit-driven environment where collaboration thrives. As the Vice President of Underwriting, you will be part of a team that values diverse perspectives and cares deeply about delivering positive impacts. If you enjoy working in a high-performance, fast-paced setting and are passionate about consumer-focused solutions, Gravie could be an excellent fit for you.

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What kind of benefits can the Vice President of Underwriting expect at Gravie?

The Vice President of Underwriting role at Gravie comes with a competitive salary range and a comprehensive benefits package that includes alternative medicine coverage, generous PTO, parental leave, a 401k plan, cell phone reimbursement, and education reimbursement. These benefits are designed to support both personal and professional growth while ensuring a positive work-life balance.

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Common Interview Questions for Vice President, Underwriting
How do you approach underwriting in a high-growth healthcare company like Gravie?

In a high-growth environment like Gravie, I focus on using data-driven decision-making alongside innovative underwriting methodologies to ensure efficiency. I believe in continuously optimizing risk assessment processes while staying adaptable to market changes.

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Can you describe your experience with level-funded arrangements?

I have significant experience in developing underwriting strategies for level-funded arrangements, focusing on accurate risk assessment and pricing structures that are competitive and attractive to small-to-midsize employers. This has often involved collaborating with cross-functional teams to ensure alignment with organizational goals.

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What strategies would you implement for improving underwriting efficiency at Gravie?

To improve underwriting efficiency, I would implement lean process improvements, utilize automation tools, and establish clear key performance indicators (KPIs) to track underwriting effectiveness. Regular audits and reviews are also crucial to maintaining operational discipline.

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How do you handle collaboration with other departments in the underwriting process?

Collaboration is critical in underwriting. I prioritize open communication and relationship-building with Sales, Actuarial, and Analytics teams. By involving them early in the process, we can ensure that our underwriting strategies align with sales goals and market needs.

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What unique challenges do you foresee in the role of Vice President of Underwriting?

One challenge will be adapting our underwriting strategies to emerging market trends quickly. However, I see this as an opportunity to leverage technology and data analytics proactively, ensuring Gravie stays ahead of the curve.

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Explain your experience with compliance and governance in underwriting?

I have extensive experience in overseeing underwriting compliance and governance processes, ensuring that our practices are not only efficient but also adhere to regulatory standards. This involves regular risk reviews and policy adjustments as necessary.

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How do you measure the success of underwriting strategies?

Success can be measured through key performance metrics such as underwriting accuracy, profit margins, and customer retention rates. Regular assessments and adjustments based on these metrics ensure that our strategies remain effective.

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What role does technology play in your underwriting process?

Technology plays a pivotal role in streamlining the underwriting process. I advocate for using advanced analytics and automation tools to enhance decision-making accuracy, speed, and efficiency—ultimately allowing us to serve our clients better.

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How do you keep abreast of developments in the insurance underwriting field?

I stay informed through continuous learning—attending industry conferences, participating in webinars, and following key thought leaders in the insurance sector. This helps me remain updated on best practices and emerging trends relevant to underwriting.

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Can you share how you’ve successfully led a team through a significant change in underwriting practices?

One example involved transitioning to a data-driven approach for underwriting decisions. I engaged my team in the process, providing training and support, which ultimately led to improved accuracy and team buy-in, demonstrating that successful change is about collaboration and transparency.

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Gravie is a fast-growing health benefits company headquartered in Minneapolis, Minnesota. We offer health plans that cover 100% of costs on the most common healthcare services.

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