Executive Assistant, Office of the CEO
About The Position
The Executive Assistant in the Office of the CEO is a trusted operational partner to CloudZero’s senior leaders and connective tissue across the executive team. The role supports the CEO, Founder/CTO, Chief Product Officer, SVP of Customer Success, and broader executive leadership team, and reports to the VP of People & Culture. It combines executive support with ownership of leadership-team operating rhythms, cross-functional initiatives, executive communications, board and investor coordination, and company events. The role is based in Boston and requires working in the office three days per week, with flexibility for executive needs and approximately 10% travel for ELT offsites, events, and trips to San Francisco as needed. The Executive Assistant manages complex executive calendars and travel, protects time for deep work and strategic priorities, and handles expenses. They own weekly ELT meetings end-to-end, including agendas, pre-reads, decision capture, and action-item follow-through, and help track quarterly priorities, OKRs, and strategic initiatives. They drive cross-functional projects, brief executives, draft and synthesize communications, and coordinate board meeting preparation and investor interactions. They also design and execute offsites, onsites, All Hands, and the company retreat, including agendas, venues, vendors, content flow, and logistics. The role requires absolute discretion with sensitive strategic, personnel, financial, and board materials. The successful candidate is proactive, calm and effective in a fast-moving environment, exercises strong judgment, influences senior leaders, and takes pride in high-quality execution and building scalable executive operating systems.
Requirements
- At least 3 years of experience supporting C-level executives, including at least 1 year supporting CEOs at high-growth software companies.
- Demonstrated experience owning ELT meetings, designing offsites, coordinating board activities, and leading cross-functional projects.
- Passion for the executive assistant craft and the ability to engage and uplift others.
- Experience operating in fast-paced, transformative environments where priorities shift frequently and trusted judgment is expected.
- Exceptional judgment about what to escalate, handle, or push back on.
- Ability to influence senior leaders and build credibility through interactions.
- Strong written communication skills, including the ability to independently draft executive-ready emails, agendas, briefs, and follow-ups.
- Strong project management instincts and ability to drive work to completion across people who do not report to you.
- Fluency with Google Workspace, Slack, and modern productivity tools.
- Curiosity about and proficiency in using AI tools to accelerate work while maintaining speed and quality.
- Based in Boston and able to work in the office three days per week, with flexibility for executive needs.
- Able to travel approximately 10% for ELT offsites, events, and travel to San Francisco as needed.
- Able to handle highly sensitive information with absolute discretion.
Responsibilities
- Partner with the CEO and ELT to track quarterly priorities, OKRs, and strategic initiatives; surface drifting or blocked work and escalate as needed.
- Own the weekly ELT meeting end-to-end, including agenda design, pre-reads, decision capture, and action-item tracking through completion.
- Build and maintain the operating cadence that keeps the leadership team aligned, productive, and accountable.
- Improve decision quality by structuring tradeoffs, framing options, and following through on agreed decisions.
- Drive cross-functional initiatives and projects on behalf of the CEO, clarifying decisions and ownership and helping work ship on time.
- Draft, review, and synthesize communications moving into and out of the CEO’s office.
- Brief executives ahead of key meetings, capture takeaways, and ensure relevant information reaches the right people at the right time.
- Coordinate board meeting preparation, materials, scheduling, and follow-through in partnership with the CEO; help shape board content and synthesize key information.
- Serve as a polished point of contact for board members and investors.
- Design and execute offsites, onsites, All Hands, and the company retreat, including venue, agenda, content flow, vendors, logistics, and event details.
- Manage complex, fast-moving calendars across the executive team and make real-time scheduling tradeoffs.
- Protect time for deep work, board preparation, customer time, and strategic thinking.
- Build effective travel itineraries and process expenses accurately.
- Handle sensitive strategy, personnel, financial, and board information with absolute discretion.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
