Executive Assistant, CEO

Pindrop

1d•$120,000 - $140,000•Remote

About The Position

Pindrop is hiring a seasoned, self-directed Executive Assistant to serve as a trusted partner and operational extension to the CEO. The role manages the CEO’s time, priorities, and communication so the CEO and leadership team can focus on high-impact work. The Executive Assistant is expected to exercise sound judgment, executive presence, and delegated authority, anticipate needs, make decisions independently within their remit, and keep work moving without frequent direction. The position owns the CEO’s calendar and protects focus time, maintains a sustainable meeting cadence, coordinates complex domestic and international travel, and prepares concise meeting briefs, background materials, talking points, and polished executive-ready documents. It tracks decisions and action items, drafts and reviews communications in the CEO’s voice, and serves as a discreet liaison among the CEO, executive team, board members, and external partners. The role also introduces lightweight operational systems, uses AI and modern productivity tools to streamline workflows, and handles sensitive information confidentially. Pindrop is a cybersecurity company providing identity verification across voice, video, and digital interactions. The company describes its workplace as remote-first, with regular team on-sites, company-wide events, and intentional in-person gatherings. The role’s first 30, 60, and 90 days focus on learning the CEO’s priorities and working style, establishing effective operating rhythms, and ultimately owning the CEO’s cadence while reducing unnecessary decisions and touchpoints.

Requirements

10+ years of experience as an Executive Assistant, including at least 3 years supporting a CEO.
Demonstrated ability to work independently with minimal direction and exercise judgment on behalf of a senior executive.
Proficiency with Google Workspace and Microsoft Office, plus calendaring, travel, and expense systems.
Strong design and presentation sensibility, with experience producing executive-ready materials.
Comfort with occasional after-hours support tied to travel or urgent priorities.
Ability to manage ambiguity, make decisions independently, anticipate needs, follow through without prompting, and communicate efficiently.
Strong judgment, executive presence, discretion, and ability to manage up diplomatically.

Nice To Haves

Experience coordinating board or executive-level materials.

Responsibilities

Own the CEO’s calendar and make scheduling decisions aligned with business priorities.
Protect the CEO’s focus time and maintain a sustainable meeting load and daily rhythm.
Design a purposeful cadence of recurring touchpoints, favoring concise written updates where appropriate.
Exercise delegated authority, make decisions independently, and inform the CEO afterward when appropriate.
Bring recommendations, options, and tradeoffs when executive input is needed.
Coordinate complex domestic and international travel, agendas, and briefings end to end.
Anticipate scheduling and travel changes, resolve issues quickly, and ensure smooth transitions between engagements.
Prepare concise meeting briefs, background materials, and talking points.
Produce polished, executive-ready presentation materials, speaker notes, and documents.
Track decisions and action items to support follow-up and organizational accountability.
Draft and review internal communications that reflect the CEO’s voice and intent.
Serve as a liaison among the CEO, executive team, board members, and external partners, using discretion and informed perspective.
Filter and prioritize inbound requests for the CEO.
Introduce lightweight systems that improve follow-through, communication, and visibility.
Create structure that helps the CEO and leadership team work quickly without unnecessary complexity or added demands on the CEO.
Use AI and modern productivity tools to streamline workflows, summarize materials, and enhance decision-making.
Stay informed about technology that could improve executive operations.
Handle sensitive information discreetly and professionally, build trusted relationships across the organization, and maintain confidentiality.
Provide occasional after-hours support related to travel or urgent priorities.

Benefits

Unlimited paid time off (PTO).
Competitive compensation package, including RSUs for all employees.
Generous health and welfare plans, including one employer-paid employee-only plan.
Employer contribution to a Health Savings Account (HSA).
Low-cost vision and dental plans for employees and their families.
Paid parental leave for birth, adoptive, and foster parents.
One year of diaper delivery for new parents.
Recurring monthly phone and internet allowance.
Enhanced fertility and GLP-1 benefits.
Annual Learning & Development stipend.
Wellness programming, catered lunches, happy hours, chess and poker tournaments, and team events.