Chief of Staff to the CEO

GlobalRemote

Responsibilities

Organize and prioritize leadership meetings, agendas, and follow-up actions.
Drive high-stakes, cross-functional projects including AI operations.
Identify operational bottlenecks and propose solutions to improve efficiency and workflow.

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.
Other Info Reports to: CEO, Kiki Freedman Compensation: $160-230K + generous equity Location: Remote from approved states

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.
Role Overview The Chief of Staff to the CEO will be a critical member of Hey Jane's leadership team.
You'll own the company's operating system — planning rhythm, leadership cadence, all-hands — and drive a small number of high-stakes strategic projects.
You report directly to Kiki Freedman, Hey Jane's CEO. You are A builder.
You've designed and run an operating system at a company before as a function head or Chief of Staff.
A crisp, credible communicator: You turn complexity into clear alignment across functions and levels, from frontline teams to senior leaders to external stakeholders.
High-EQ and adaptable: You read the room, build trust fast, and hold competing points of view at once.
Willing to challenge the CEO: On prioritization, strategic direction, time allocation, org design, and execution quality.
You can move from high-level strategy to rolling up your sleeves seamlessly.