5+ years supporting a founder, CEO, or senior executive in a dynamic environment.
Strong skills in calendar management, travel coordination, and executive support.
Excellent written and verbal communication abilities for senior stakeholder interaction.
High agency with the ability to anticipate needs and solve problems independently.
Discretion and sound judgment in handling confidential information.
Reliable organization and attention to detail in building effective systems.
Must reside in NYC and be available for in-office work five days a week.
Responsibilities
Own and manage the CEO's calendar, prioritizing requests and resolving conflicts.
Triage and manage the CEO's inbox, drafting responses and surfacing important messages.
Prepare the CEO for meetings by gathering context and coordinating materials.
Track commitments and maintain a system for action items and follow-ups.
Coordinate business travel logistics, including bookings and itineraries.
Ensure readiness of materials and follow-ups with relevant stakeholders.
Assist the CEO in daily coordination with external contacts and other executives.
Lead defined operational projects to improve processes and systems.
Benefits
Top-tier medical, dental, and vision coverage, fully covered.
401(k) with 100% match up to 4%.
Unlimited PTO for work-life balance.
Beautiful NYC workspace with daily meals and unlimited snacks.
New MacBook Pro + Apple Studio Display provided.
Wellhub Gold or Equinox stipend for wellness.
Full Job Description
About the role
We're looking for a senior executive assistant to work directly alongside our Founder & CEO. You're someone who can manage a complex calendar, write a clear response, spot a conflict before it becomes a problem, and keep commitments moving without constant direction. You understand that great executive support depends as much on judgment and trust as it does on organization.
You'll own the day-to-day coordination behind the CEO's calendar, inbox, meetings, travel, and follow-through. You'll learn his priorities, protect time for the work that matters most, and make sure he has the context he needs for each conversation. You'll also build the systems that make this support more reliable as Sent grows.
This is a full-time, in-office role in NYC. Working hours vary with the CEO's availability and schedule, so you'll need flexibility as meetings, travel, and priorities change.
What you'll do
Own the CEO's calendar end to end. Prioritize requests, protect focus time, resolve conflicts, and plan ahead across internal meetings, customers, candidates, partners, and investors.
Manage delegated inbox work. Triage messages, draft responses in the CEO's voice, handle routine correspondence where authorized, and surface requests that need his attention.
Prepare the CEO for meetings. Gather context, confirm agendas and attendees, coordinate materials, and make the decisions and next steps clear.
Track commitments and follow-through. Maintain a dependable system for action items, owners, deadlines, and follow-ups so important work doesn't get dropped.
Coordinate business travel and expenses, including bookings, itineraries, meeting logistics, and last-minute changes.
Coordinate scheduling, materials readiness, and follow-ups with the people responsible for the substantive content.
Assist the CEO in day-to-day coordination with external contacts and other executive offices, with professionalism, discretion, and prompt communication.
Own defined operational projects, such as improving meeting preparation, travel processes, or the CEO's action tracker. Agree on scope and priorities before taking on new work.
Handle sensitive information carefully and use sound judgment about what you can resolve independently and what requires escalation.
What we're looking for
5+ years of experience supporting a founder, CEO, or senior executive in a fast-changing organization, or comparable experience demonstrating the same level of judgment and responsibility.
Strong calendar, travel, and executive-support skills. You're comfortable managing competing requests and changing plans without losing the underlying priority.
Excellent written and verbal communication. You can draft concise correspondence, match the right tone, and communicate clearly with senior stakeholders.
High agency. You anticipate needs, ask good questions, solve routine problems independently, and close loops without being managed through every step.
Discretion and good judgment. You can be trusted with confidential information and know when to act, push back, or escalate.
Reliable organization and attention to detail. You build systems people use and follow through on commitments.
Lives in NYC with the ability to work in the office five days per week and adapt working hours to the CEO's schedule.
Nice to have
Experience supporting a founder or CEO at a venture-backed company.
Experience using AI and automation for appropriate research, organization, or draft preparation, with careful handling of confidential information and human review of outputs.
Our commitment to you
Annual base salary of approximately $100,000-$150,000, depending on experience.
Meaningful equity with high growth potential.
Top-tier medical, dental, and vision coverage, fully covered.
401(k) with 100% match up to 4%.
Unlimited PTO.
Beautiful NYC workspace with daily meals and unlimited snacks.
