What's the Work-Life Balance Like at Square?

Updated on October 26, 2026

What People Are Saying About Square

  • Remote or Hybrid Flexibility: Distributed and remote-first options are widely available, helping people manage commuting and personal commitments. Feedback suggests some teams openly block calendars for childcare, appointments, and exercise, indicating accepted flexibility in practice.
  • Flexible Scheduling: A results-oriented approach gives many employees autonomy over when work gets done, with some accounts noting meeting-light norms that support personal scheduling. Feedback suggests day-to-day hours can be arranged to fit individual needs when team culture supports it.
  • Time Off Access: Policies include flexible or unlimited PTO for eligible roles, paid time off for hourly roles, 12 paid holidays, and paid parental leave. Feedback suggests these benefits provide structural support for stepping away, even if actual usage can depend on team pace.

Square's Benefits

Offers a flexible time off policy

Offers generous PTO

Provides bereavement leave

Provides floating holidays

Provides paid holidays

Provides paid sick days

Provides wellness days

Has employee-led culture committees

Offers company-sponsored happy hours

Offers company-sponsored outings

Offers Employee Resource Groups

Offers fitness stipend

Offers wellness programs

Partners with nonprofits

Provides opportunities to volunteer in the local community

Offers a remote work program

Utilizes a flexible work schedule

Utilizes a hybrid work model