Vice President, Product & Strategy

Vice President of Strategy & Product

Who we are

Jellyvision ALEX®, is on a mission to improve lives by helping people choose and use their benefits. We are raising the bar—for benefits and the employee experience (for our employees and those of the customers we serve) — by scaling personalization, compassion and an earnest intent to be helpful in all that we do.

Jellyvision people are a group of creative problem solvers who use good judgment, give each other honest feedback, engage in real debate, and snack frequently. We are curious, hungry, and humble—because we know this is how we’ll continue to make an impact. We’re kind, biased towards action, and sweat the details to create great experiences for those we serve.

We are an inclusive, human-first workplace. Respect and trust for each other are foundational, and our equitable total rewards offerings support the lives and holistic well‑being of our unique people. At Jellyvision, expect career experiences that challenge you, empower you to have a direct impact on our mission, and enable you to learn, try, and do while having fun along the way.

What’s the role?

We’re on a mission to simplify benefits and empower employers, brokers, and employees with smarter, more human technology. As Vice President of Strategy & Product, you’ll lead the vision for where we go next—crafting product strategy, deepening our market position, and building solutions that modernize the benefits experience. You’ll also serve as a trusted connector across the industry, leveraging your domain expertise and relationships to shape what’s next.

Vice President of Strategy & Product

The Vice President of Strategy & Product is a key member of the Senior Leadership Team, directly responsible for shaping and executing our product strategy in alignment with market dynamics, customer needs, and company growth goals. You will lead a high‑impact product team tasked with owning the roadmap, prioritizing across a complex ecosystem of stakeholders, and building products that measurably reduce the cost and complexity of benefits for employers and their employees.

This role requires a strategic thinker with deep domain expertise in the benefits space and a strong orientation toward cross‑functional partnership. You’ll collaborate closely with :

• Technology leadership to ensure our product vision is supported by scalable, forward‑looking architecture.
• Creative leadership to deliver intuitive, differentiated user experiences.
• Customer Operations leadership to ensure implementation, support, and service models reflect our promise of simplicity and clarity.
• Revenue leadership to bring new solutions to market and ensure our go‑to‑market motion aligns with customer pain points and business outcomes.

What Are We Looking For?

You’re a strategic, customer‑obsessed product leader with deep expertise in the benefits, HR tech, or healthcare space. You know how to craft a vision, align stakeholders, and execute at pace—balancing long‑term strategy with the urgency of delivering value now.

What you’ll do to be successful

Experience & skills you’ll need

Why This Role Matters

Benefits should be easier—for everyone. In this role, you’ll help redefine what’s possible in the space, using your industry expertise and product chops to lead lasting change. If you’re a strategic thinker with strong relationships and a passion for building what matters—we want to talk.

Core Competencies

The Details

What Jellyvision will give

Jellyvision is committed to continuous evolution and fostering a more diverse and inclusive workplace where everyone is welcomed, valued, and respected. It doesn’t matter your race, ethnicity, religion, age, disability, sexual orientation, gender, gender identity / expression, country of origin, genetic information, veteran status, marital status, pregnancy or related condition (including breastfeeding), criminal histories consistent with legal requirements or any other basis protected by law…we just want amazing people who are willing to grow along with us. You are a part of our inclusive culture and will have the chance to shape it.

Although we have a Chicago‑based HQ that employees are welcome to work out of whether they’re local or just visiting, this position is also eligible for work by a remote employee out of CA, CO, FL, GA, IL, IN, KY, MA, MI, MN, NC, NJ, NY, OH, OR, PA, SC, TN, TX, UT, VA, WA or WI.

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