Benefits at Squarespace

We take care of our employees in more ways than one. Our comprehensive benefits offerings include medical, dental, and vision coverage for employees and their dependent children. We also offer up to 20 weeks of paid family leave (or local equivalent), fertility and adoption benefits, and behavioral health and wellness programs such as Headspace and more.

Financial + Retirement

401(K)

401(K) matching

Charitable contribution matching

Child Care + Parental Leave

Adoption Assistance

Childcare benefits

Company sponsored family events

Family medical leave

Generous parental leave

Fertility benefits

Office Perks

Commuter benefits

Company-sponsored outings

Company-sponsored happy hours

Pet friendly

Relocation assistance

Free snacks and drinks

Some meals provided

Professional Development

Continuing education stipend

Job training & conferences

Mentorship program

Online course subscriptions available

Promote from within

Lunch and learns

Continuing education available during work hours

Tuition reimbursement

Personal development training

Virtual coaching services

Diversity

Dedicated diversity and inclusion staff

Highly diverse management team

Mandated unconscious bias training

Diversity employee resource groups

Hiring practices that promote diversity

Diversity recruitment program

Health Insurance + Wellness

Dental insurance

Disability insurance

Flexible Spending Account (FSA)

Health insurance

Life insurance

Vision insurance

Mental health benefits

Transgender health care benefits

Abortion travel benefits

Culture

Volunteer in local community

Flexible work schedule

Open office floor plan

Partners with nonprofits

Remote work program

Team based strategic planning

OKR operational model

Employee resource groups

Employee-led culture committees

Hybrid work model

In-person all-hands meetings

Vacation + Time Off

Generous PTO

Paid holidays

Paid sick days

Sabbatical

Unlimited vacation policy

Flexible time off

Bereavement leave benefits

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