Principal Product Manager - Steerage & Financial Incentives

Come for the mission. Stay for the innovation. Let's keep things simple: we are an unbelievably talented, hard-working, and compassionate team driving towards a mission that impacts every single one of us — even you. Healthcare benefits are complex and largely underutilized by most people. That’s why HealthJoy was built with one vision: to remove the complexity from being healthy and well. We do that by guiding employees to affordable, high-quality healthcare, consolidating our clients’ health and wellness strategies into the HealthJoy Benefits Operating System - a simple, unified digital experience. The result: healthier employees and a healthier bottom line. HealthJoy is at the forefront of using AI to transform the healthcare benefits industry. We're building intelligent platforms that use predictive analytics, natural language processing, and machine learning to guide employees to affordable, high-quality care. Our team is passionate about creating a more equitable and understandable benefits experience, while saving our clients time and money. HealthJoy has garnered workplace awards from Inc.'s Fastest Growing Startups and Built In Chicago's Best Places to Work while growing globally to over 300 team members. We're continuing down the path of high growth and high impact — and this role is one of the most consequential bets we're making. The Opportunity. Healthcare costs are rising and employers are demanding real solutions with proven savings. HealthJoy is extending its industry-leading engagement platform into a new product category that pairs financial incentives directly with our existing capabilities. The market for this model is validated and growing. Our position to win it is strong: years of member engagement data, deep integration across the benefits ecosystem, and infrastructure that standalone competitors can't replicate. We're offering someone the chance to build a product line from scratch inside a company with real distribution, real data, and real backing. If you do it well — if the product is compliant, makes money, wins in the market, works for employers, and works for members — the natural next step is running it. The opportunity is for this role to grow into a General Manager position as the product scales. Your Impact. You are accountable for the success of this product as a business. That means it has to be compliant, financially sound, compelling to brokers and consultants, operationally deliverable for clients, and genuinely useful for members. All five. Not three of five. You don't personally build everything that makes this product work. HealthJoy has teams and institutional knowledge across member experience, clinical programs, data science, and provider quality that will feed into this product. What you own is the product line itself — its architecture, commercial logic, compliance posture, market narrative, and outcomes. You know what each dependent capability needs to deliver for this product to win. You influence the teams that own those capabilities. You are accountable for the result regardless. Stand the product up. Decide what we build, what we buy, and what we partner for. Evaluate and select the infrastructure partners that make the product work. Drive open questions and decisions across regulatory structure, financial model, and operational design. There is groundwork done, and many hard calls yet to be made. Design the incentive and compliance architecture. Own the structure of how members are rewarded, what triggers reimbursement, and how the product stays compliant across a complex regulatory landscape. Work closely with legal and benefits counsel. Lead those conversations, don’t just receive them. Make the financial model work. Understand the unit economics well enough to pressure-test them, represent them credibly to CFOs and benefits consultants, and know when the numbers are wrong. Collaborate with finance on underwriting assumptions and risk structure. You don't need to be an a…