Chief of Staff to the CEO - Remote

Overview

As the Chief of Staff to the CEO, you play a key role in enabling the CEO’s effectiveness, driving operational rigor, and ensuring alignment across the executive team. In this role, you are responsible for managing executive priorities, coordinating strategic initiatives, and providing critical support in decision-making.

In Short

• Act as a thought partner to the CEO, helping to drive strategic priorities and streamline decision-making.
• Support the execution of cross-functional projects, ensuring alignment with company objectives.
• Manage CEO’s executive workflows, preparing briefings, presentations, and key communications.
• Organize and facilitate executive team meetings, ensuring follow-through on action items.
• Drive operational efficiency by refining business processes and reporting structures.
• Develop content and prepare materials for board meetings, investor discussions, and leadership updates.
• Partner with the executive team to track company OKRs, KPIs, and strategic initiatives.
• Assist in external engagements, supporting the CEO in client, investor, and industry interactions.

Requirements

• 10+ years of experience in strategy, operations, consulting, or leadership roles, preferably within a SaaS, e-commerce, or PE-backed environment.
• Strong project management skills with the ability to drive execution across teams.
• Excellent communication and presentation skills, with experience in executive-level communications.
• Ability to synthesize complex information into actionable insights.
• Proactive, adaptable, and highly organized, with experience managing multiple high-priority projects.

Benefits

• Medical, dental and vision benefits: Affordable health care plans and company HSA contributions, starting on Day 1.
• A 6% 401(k) match.
• Competitive time off package with 20 days of Paid Time Off, 9 Company-Paid holidays, 2 paid floating holidays, 7 paid sick days, 2 Wellness days, and 1 Paid Volunteer Day; at 3 years of service PTO increases to 22 days, and at 5 years it increases to 25 days.
• 12 weeks primary caregiver leave & 4 weeks secondary caregiver leave.
• Accident, critical illness, and hospital indemnity insurance.
• Pet insurance.
• Legal assistance and identity theft insurance plans.
• Life insurance 2x salary.
• Access to the Calm app and the Employee Assistance Program.
• $65/month Remote work stipend for internet.
• Culture and team-building activities.
• Tuition assistance.
• Career development opportunities.
• Charitable contribution match up to $250 per year.