Strategic EA to CEO & Head of Operations

Sesame; New York (NY); On-site; USD 120,000 - 180,000; Full time

Benefits offered by this job

401(k) match

Health, vision and dental for you and/

Unlimited PTO

FSA with employer matching

EAP

Stock options

Job summary

Sesame is seeking an Executive Assistant to support the CEO and Head of Operations in a fast-moving startup environment. The role emphasizes anticipating needs, maintaining highly organized schedules, and coordinating high-level communications with internal and external partners.

You will manage complex calendars, prepare meeting materials, plan travel, and partner with the Office Manager to ensure seamless operations.

Qualifications

• 10+ years supporting C-suite in startups.
• Strategic executive support beyond calendar management.
• Anticipate needs, exercise sound judgment, and independently solve problems.
• Exceptional organizational skills with meticulous attention to detail.
• Strong interpersonal and communication skills to build rapport across teams and with external partners.
• Comfortable operating with ambiguity and adapting quickly in a dynamic environment.
• Proficient with Google Workspace and Slack.
• Experience in project management is a plus.

Responsibilities

• Calendar & Scheduling: Manage the CEO’s complex calendar and coordinate meetings.
• Meeting Preparation & Operational Foresight: Organize materials, draft agendas, ensure information is ready.
• Executive Partnership: Partner with executive leadership to maximize efficiency.
• Communication Management: Serve as primary contact for internal/external stakeholders.
• Travel Coordination: Plan detailed travel itineraries and logistics.
• Confidentiality & Professionalism: Handle sensitive information discreetly.
• Operational Support: Collaborate with Office Manager to ensure smooth operations.
• Project Assistance: Support cross-functional initiatives to drive execution.

Skills

Executive support

Calendar management

Multitasking

Communication

Problem solving

Ambiguity tolerance

Education

Bachelor's degree

Advanced degree preferred

Tools

Google Workspace

Slack

Job description

Sesame is seeking an Executive Assistant to support the CEO and Head of Operations in a fast-moving startup environment. The role emphasizes anticipating needs, maintaining highly organized schedules, and coordinating high-level communications with internal and external partners.

You will manage complex calendars, prepare meeting materials, plan travel, and partner with the Office Manager to ensure seamless operations.