Square Compensation & Benefits

Updated on October 26, 2026

What People Are Saying About Square

  • Healthcare Strength: Health coverage is described as comprehensive, with medical, dental, and vision options alongside Lyra mental‑health support, an EAP, and wellness allowances. Feedback suggests this area consistently stands out in the overall package.
  • Parental & Family Support: Paid parental leave is presented as up to 16 weeks for birth, adoption, or foster care, with additional family‑planning resources highlighted. Feedback suggests many candidates view this as a major advantage.
  • Equity Value & Accessibility: Equity grants and an ESPP advertised at a 15% or greater discount provide accessible ownership opportunities. Feedback suggests these programs can add meaningful value, though stock value can fluctuate.

Square's Benefits

Offers company equity

Offers employee stock purchase plan

Offers performance bonuses

Provides pay transparency

Provides relocation assistance

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 vision insurance

Offers 401(K)

Offers disability insurance

Offers life insurance

Provides 401(K) matching