Executive Assistant to VP Leaders - Ops & Culture

Squarespace; New York (NY); On-site; USD 80,000 - 120,000; Full time

Benefits offered by this job

Medical coverage

Dental coverage

Vision coverage

Life Insurance

Fertility benefits

Headspace app

Employee assistance

Retirement match

Flexible PTO

Parental leave

Commuter benefit

Education reimbursement

ERGs

Dog-friendly

Free lunch

Private rooftop

Hack week

Job summary

Squarespace is seeking a tech-savvy, proactive Executive Assistant to support VP+ leaders in our Product and Engineering teams in New York. You will manage complex calendars, coordinate travel, prepare agendas, and handle confidential communications with discretion and professionalism.

In addition to executive support, you will streamline operations, coordinate cross-functional projects, and contribute to a positive team culture through events, reporting, and process improvements.

Qualifications

• 4–6+ years of experience as an Executive Assistant or administrative professional supporting VP-level and above.
• Experience providing high-level administrative support with autonomy and accountability.
• Proven ability to anticipate needs and proactively improve administrative systems and processes.
• High school diploma required; Associate or Bachelor’s degree preferred.

Responsibilities

• Provide high-level support to VP+ leaders, managing dynamic calendars with minimal oversight.
• Coordinate travel, meetings, and cross-functional schedules with accuracy.
• Anticipate needs, resolve scheduling conflicts, and prioritize time-sensitive requests.
• Prepare meeting agendas, take notes, and ensure timely follow-up on actions.
• Complete expense reports and reconcile transactions promptly.
• Draft, edit, and format communications, presentations, and reports.
• Maintain team mailing lists, rosters, and shared documentation.
• Streamline workflows, improve support processes, and coordinate initiatives.
• Handle multiple high-priority tasks independently and exercise good judgment.

Skills

Organizational skills

Attention to detail

Independent work

Discretion

Communication

Education

High School Diploma

Associate or Bachelor’s degree preferred

Tools

Google Workspace

Job description

Squarespace is seeking a tech-savvy, proactive Executive Assistant to support VP+ leaders in our Product and Engineering teams in New York. You will manage complex calendars, coordinate travel, prepare agendas, and handle confidential communications with discretion and professionalism.

In addition to executive support, you will streamline operations, coordinate cross-functional projects, and contribute to a positive team culture through events, reporting, and process improvements.