JOB DESCRIPTION

SUNNY

Sunny is changing the world by leveraging digital technologies to help people live healthier lives. Using a digital first strategy, Sunny is helping health plans and employer groups to engage consumers with innovative, integrated health and wealth tools to improve outcomes and drive quantifiable results. Sunny is reimagining how people engage with health benefits by combining elegant digital experiences with financial incentives and data-driven personalization.

Sunny Payments & Benefits solution helps consumers capitalize on their health benefits by making it easy to spend smarter via directed spend technology for supplemental and specialized benefits. Sunny Rewards, an integrated Reward Dashboard, pairs high-value actions with appropriate financial incentives. Sunny’s simplified consumer experience is designed to maximize rewards, improve health outcomes, and drive quantifiable results.

Sunny’s team of experienced leaders is what truly sets them apart. The elite team represents all corners of the market, ensuring a comprehensive and holistic understanding of the dynamics at play. Drawing from their collective insights, extensive knowledge, and expertise in the field of consumer engagement, the team knows what works and what doesn’t work with today’s consumers.

WORKING HERE

Invaluable lessons learned are the genesis of Sunny, which has led to a fine-tuned product-to-market fit that caters to a range of stakeholders in the healthcare space. Whether it’s payers, employers, or individual consumers, Sunny has refined its solutions to meet their unique requirements. Sunny is unmatched in its ability to customize and employ refreshing levels of creativity, adaptability, and inventiveness. This is crucial in an industry where trends and demands change rapidly and calls for a very nimble team.

Sunny is fully committed to revolutionizing consumer engagement. Finally, alignment of valuable actions with financial incentives, a knowledgeable and diverse management team, and a keen understanding of customization and market trends have been brought together to make a significant impact on the way consumers interact with their health and well-being – we hope you consider taking this journey with us!

OPPORTUNITY

As Senior Vice President of Product for Sunny, you will lead the strategic vision, development, and evolution of Sunny’s platform and digital experiences. Reporting directly to the CEO, this role is responsible for defining the product strategy, roadmap, and execution that will shape Sunny’s next phase of growth.

We’re looking for a strategic, hands-on SVP of Product to lead product vision, roadmap and execution as Sunny scales. This leader will partner with all departments to embed AI, automation and advanced analytics into our platform — improving personalization, engagement and measurable outcomes for payers, employers and members.

Sunny sits at the intersection of healthcare engagement, financial incentives, and consumer digital experience. The SVP of Product will play a central role in transforming how members interact with their health benefits by embedding intelligent, data-driven capabilities into the platform.

This role centers on overseeing all matters related to product strategy, execution, and iteration. The SVP of Product will collaborate closely with senior leaders and their teams to align Sunny’s core values with evolving market and consumer needs, translating those insights into actionable plans for Sunny’s engineering and design teams.

A key mandate for this role will be to help shape how emerging technologies, including AI-driven capabilities, can enhance Sunny’s platform, strengthen personalization, and improve how members engage with their health and benefits. The SVP of Product will partner closely with engineering and data teams to identify and implement opportunities to apply machine learning, automation, and advanced analytics in ways that meaningfully improve product intelligence and user experience.

This leader will also serve as a bridge between Sunny’s product vision and the market. Working closely with the CEO and executive team, the SVP of Product will represent product strategy with key clients, partners, and investors, translating Sunny’s vision into clear market narratives and helping ensure the product roadmap aligns with real-world customer needs and opportunities.

Scope of Responsibilities 

• Define own and drive a product vision and roadmap, driven by company vision, user feedback, market trends, business goals, research.
• Actively incorporate intelligent automation and AI-enabled capabilities in all phases of the product development process.

• Develop a well-grounded strategy driven by data, user and market research, and internal insights.

• Represent Sunny’s product vision and roadmap with key clients, partners and investors, helping translate market feedback into product strategy.
• Work closely with the CEO and leadership team to connect Sunny’s long-term product vision with practical market opportunities and customer needs.
• Enable customer advocacy in solution design and prioritization.
• Stay informed about industry trends, competitive products, and emerging technologies in healthcare consumer engagement, including advancements in AI and data-driven personalization.
• Conduct market research and competitive analysis to identify opportunities and threats.
• Operate autonomously and drive programs end to end, on time and within budget, including business goals, technical solutions, launch planning, and execution.
• Develop and communicate a clear product strategy that aligns with the company’s mission and market needs.

• Lead cross-functional product development teams, including designers, engineers, and QA, to bring new features and products to life.

• Partner with engineering and data teams to explore how machine learning, automation, and generative technologies may enhance the platform’s engagement and personalization capabilities.
• Continuously assess and improve product performance, reliability, and user satisfaction.
• Lead a team of UX designers to create intuitive, user-friendly interfaces and experiences ensuring that products align with best UX practices and accessibility standards.
• Ensure the creation of product documentation, training materials, and marketing collateral.
• Facilitate trade-off decisions between investment, schedule, and customer benefit.

Qualifications:

Required:

• Bachelor’s degree in computer science, engineering, business, or related discipline. Advanced degree preferred.
• 12+ years of experience in product management, including significant leadership responsibility for complex digital products or platforms.
• Proven experience leading cutting-edge product strategy and roadmap development in high-growth technology companies, preferably in startup or scale-up environments.
• Track record of successfully launching and scaling technology-enabled products that serve large user populations or enterprise customers.
• Experience leading and developing high-performing product teams, including product managers and cross-functional partners across engineering, design, data, and analytics.
• Strong understanding of modern product development practices, including agile methodologies, rapid iteration, and data-driven decision making.
• Demonstrated ability to translate market signals, customer insights, and business objectives into clear product strategies and deliverable roadmaps.
• Experience working closely with engineering and data teams to build platforms that leverage data, automation, and intelligent systems to improve product capabilities.
• Experience launching or scaling AI-driven product capabilities in production environments and partnering with engineering or data science teams to translate emerging technologies into meaningful customer-facing features.
• Strong analytical skills with the ability to leverage product metrics, experimentation, and user insights to guide product decisions.
• Exceptional communication and stakeholder management skills, with experience presenting product strategy and outcomes to executive leadership.
• Ability to operate effectively in a fast-paced startup environment where priorities may evolve quickly and leaders must balance strategic thinking with hands-on execution.

Preferred:

• Experience in healthcare technology, digital health, fintech, or other regulated data environments.
• Experience building or scaling consumer engagement platforms, digital marketplaces, or data-intensive products.
• Experience bringing AI-enabled capabilities into commercial products, such as recommendation engines, personalization systems, intelligent automation, or generative AI features.
• Experience operating as a senior product leader in founder-led or early-stage technology companies.
• Experience representing product strategy in conversations with enterprise clients, partners or investors.
• Familiarity with machine-learning-driven product capabilities and the ability to partner effectively with data science and engineering teams to translate models into scalable user-facing products.
• Experience incorporating AI-driven insights or automation into user journeys to improve engagement, outcomes, or operational efficiency.
• Experience shaping product strategy in environments where data platforms, analytics infrastructure, and AI capabilities play a central role.
• Demonstrated success operating in remote or distributed organizations.
• Strong executive presence with the ability to inspire teams, influence peers, and partner effectively with senior leadership.
• Intrinsic motivation, humility, and a collaborative mindset, willing to roll up sleeves and help wherever needed to move the business forward.

Compensation & Benefits

Sunny has an ambitious vision to empower people to live healthier and happier lives. We are committed to delivering an outstanding culture and experience for every employee. We offer comprehensive benefits and perks, as well as a high level of flexibility.

• A competitive compensation package in line with leading technology companies
• Flexible PTO with manager approval
• An extra day of PTO to volunteer for a cause you feel passionate about
• Employer sponsored healthcare, dental, vision, short and long term disability, and life insurance opportunities
• A company sponsored supplemental benefits plan worth over $2000 annually in 2025
• 401k retirement savings plan company matched up to 5%

SUNNY’S COMMITMENTS

Sunny Rewards is an Equal Opportunity Employer. We’re passionately dedicated to providing the ultimate consumer engagement solution, so please send us a note with your comments or questions at [email protected]