Squarespace Compensation & Benefits

Updated on October 26, 2026

Squarespace Employee Reviews

Through our flexible PTO policy, we encourage team members to take the time off they need to recharge and be their best. We also encourage the creator and entrepreneur in all of our employees by offering two free Squarespace sites and a complimentary subscription to Unfold to pursue their creative passions.
 

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Squarespace
Squarespace

What People Are Saying About Squarespace

  • Healthcare Strength: Health coverage is presented as comprehensive, including medical, dental, and vision for employees and dependents, and feedback suggests coverage quality is strong. Behavioral-health and wellness resources such as Headspace are also included.
  • Parental & Family Support: The package includes up to 20 weeks of paid family leave for new parents, covering birth, adoption, or custody placements. Fertility and adoption benefits further reinforce strong family support.
  • Leave & Time Off Breadth: Flexible PTO is highlighted as part of the offering, and feedback suggests work-life balance is generally positive. Some sources also note additional time-away programs, such as sabbaticals after longer tenure.

Squarespace's Benefits

Provides relocation assistance

Hosts company-sponsored family events

Offers childcare benefits

Offers generous parental leave

Provides adoption assistance

Provides family medical leave

Provides fertility benefits

Offers abortion travel benefits

Offers dental insurance

Offers Flexible Spending Account (FSA)

Offers health insurance

Offers mental health benefits

Offers transgender health care benefits

Offers vision insurance

Offers 401(K)

Offers charitable contribution matching

Offers disability insurance

Offers life insurance

Provides 401(K) matching