Executive Assistant, R&D

Squarespace•New York, NY

1d•$79,500 - $120,000•Hybrid

About The Position

Squarespace is seeking a tech-savvy, detail-oriented, and proactive Executive Assistant to provide high-level administrative and clerical support to leaders in its Product and Engineering function and their teams. The role supports VP-level and above leaders by managing complex calendars, coordinating travel and meetings, anticipating needs, resolving scheduling conflicts, preparing meeting materials, handling expenses, and drafting communications and reports. The Executive Assistant also supports operational efficiency by streamlining workflows, managing recurring reporting and presentation submissions, coordinating cross-functional initiatives, and independently handling shifting priorities. The role includes planning team meetings, offsites, all-hands meetings, and celebrations; coordinating event logistics with Workplace Services; managing discretionary team funds; and supporting employee engagement and internal communications.

Requirements

4–6+ years of experience as an Executive Assistant or administrative professional supporting VP-level and above leaders.
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.
Strong organizational skills and ability to manage multiple priorities.
Excellent attention to detail, accuracy, and follow-through.
Ability to operate independently and make decisions in fast-paced, ambiguous environments.
Discretion and sound judgment when handling confidential information.
Clear and confident communication skills across levels and functions.
Proficiency in Google Workspace, including Gmail, Calendar, Docs, Sheets, Slides, and Drive.

Nice To Haves

Associate’s or Bachelor’s degree.

Responsibilities

Provide high-level support to one or more VP-level and above leaders, managing dynamic and complex calendars with minimal oversight.
Coordinate travel, meeting logistics, and cross-functional schedules accurately and efficiently.
Anticipate needs, resolve scheduling conflicts, and prioritize time-sensitive requests.
Prepare meeting agendas and materials, take notes, and ensure timely follow-up on action items.
Complete expense reports and reconcile transactions in a timely manner.
Draft, edit, and format communications, presentations, and reports for internal and external audiences.
Maintain and update team mailing lists, rosters, and shared documentation.
Streamline workflows and improve administrative support processes.
Manage recurring reporting and presentation submissions in partnership with team members.
Coordinate initiatives across departments and help ensure alignment with business priorities.
Handle multiple high-priority tasks independently and exercise judgment when priorities shift.
Plan and coordinate team meetings, offsites, all-hands meetings, and milestone celebrations.
Coordinate event logistics with Workplace Services, including catering, AV setup, and vendors.
Manage discretionary funds for team recognition, birthdays, and anniversaries.
Support team engagement activities, positive team culture, and internal communications.

Benefits

Choice of medical plans, including an option for 100% covered premiums for medical, dental, and vision.
Supplemental life and disability insurance plans.
Fertility and adoption benefits.
Headspace mindfulness app subscription.
Global Employee Assistance Program.
Retirement benefits with employer match.
Flexible paid time off.
20 weeks of parental leave and up to 12 weeks to care for an ill family member.
Pretax commuter benefit.
Education reimbursement.
Employee donation match to community organizations.
Eight Global Employee Resource Groups (ERGs).
Dog-friendly workplace.
Free lunch and snacks.
Private rooftop.
Hack week twice per year.
Option to purchase common stock.