Chief of Staff to the CEO
Heyjane·3 months ago
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.
A systems thinker who executes. You can move from high-level strategy to rolling up your sleeves seamlessly.
Committed to abortion access: Passionate about creating radically accessible healthcare, even in a politically complex environment
Experienced: Chief of Staff experience strongly preferred
You will
- Own quarterly and annual planning end-to-end and keep the team focused on what matters.
- Organize and prioritize leadership meetings, agendas, and follow-up actions.
- Drive high-stakes, cross-functional projects including AI operations.
- Move information across the company. Keep the CEO, leadership, and the broader team aligned.
- Contribute to investor communications and fundraising materials.
- Identify operational bottlenecks and propose solutions to improve efficiency and workflow.
- Push back when it matters. You're expected to challenge prioritization, strategic direction, org decisions, and execution quality.
Other Info
Market context
Measured from remote postings we have tracked ourselves — not self-reported survey data.
What Executive Other roles in Americas pay
- 25th
- $83k
- Median
- $135k
- 75th
- $195k
Based on 21 comparable postings with disclosed salaries, last 12 months.
How Heyjane is hiring
- Last 90 days
- 7 roles
- Total tracked
- 19
- Hiring across
- 4 job families
Tracked since November 2025.