Director of People Operations

Unless otherwise noted, all positions are fully remote with work permitted from the following states: CA, CO, IL, MA, MD, NJ, NY, OR, and WA. We are living through a pivotal moment for reproductive and sexual health—and Hey Jane is uniquely positioned to help. From day one, we've been committed to providing safe, discreet medication abortion treatment—and have helped more than 100,000 people get the care they need. Today, we offer a range of reproductive and sexual health care services from the comfort and convenience of your phone. Our in-house clinical care team, composed of board certified doctors, advanced practice clinicians, nurses, and patient care advocates, is just a text message away. We’re committed to helping our patients get safe, discreet, judgment-free virtual health care, from a team that truly cares. We're hiring our first Director of People to build the People function that lets our clinical and business teams do the best work of their careers. This is a hands-on senior role for someone excited to build systems from scratch, while setting up the strategic foundation for the future. You'll own who we hire, how we develop them, how we pay them, how we exit them, and how we support optimal performance across our clinical and business teams. What you’ll do Set our people strategy: Define how we think about talent, compensation, benefits, and the org design questions that come with growth. Formalize our culture of feedback and development: Level up our feedback systems, performance cycles, leveling and promotion programs, and manager training. Optimize recruiting: Mature our hiring strategies, systems and manager support mechanisms. Own multi-state workforce management and employee relations: Ensure oversight of classification, hiring compliance, and other employee matters. Reinforce Hey Jane as an amazing place to work: Own eNPS feedback loop with a focus on onboarding, benefits, PTO, and the rituals that hold our team together across clinical and business teams. You will not own: Payroll, equity admin, and employer tax registration (owned by Controller) Setting clinical performance standards (owned by Chief Medical Officer) You’ll be supported in this work by a tenured People Operations Associate (your report), as well as a General Counsel and Controller. What we're looking for A senior People operator who has built a People function from the ground up. 8+ years of People experience, including multi-state workforces (non-negotiable). Strong preference for experience supporting licensed or regulated professionals. A builder. You're comfortable doing the work — designing the system, then making it real. A skilled manager. Track record of growing junior people into more senior ones. Empathetic, direct, judgment-free communicator. You can deliver hard truths warmly. Passionate about reproductive healthcare access. Compensation and structure Compensation: $160k - 190k + meaningful equity Location: Remote from approved states Reports to: CEO