Upside Compensation & Benefits

Updated on August 31, 2026

What People Are Saying About Upside

  • Healthcare Strength: Health coverage is portrayed as comprehensive, including medical, dental, vision, and mental-health support with EAP resources. Listings consistently emphasize robust healthcare as a core pillar of the package.
  • Parental & Family Support: Family-forming support is highlighted via a partnership with Carrot Fertility alongside generous parental leave for all parents. Public posts call out inclusive coverage spanning fertility, adoption, and gender-affirming care.
  • Equity Value & Accessibility: Stock options are broadly offered, providing ownership potential across roles. Employer and third-party benefit listings consistently include equity as a standard part of total rewards.

Upside's Benefits

Designated President's Club

Offers company equity

Provides home-office stipend for remote employees

Provides pay transparency

Offers childcare benefits

Offers generous parental leave

Provides adoption assistance

Provides an onsite Mother's Room

Provides family medical leave

Provides fertility benefits

Offers abortion travel benefits

Offers dental insurance

Offers Flexible Spending Account (FSA)

Offers health insurance

Offers Health Savings Account (HSA)

Offers mental health benefits

Offers pet insurance

Offers vision insurance

Offers 401(K)

Offers disability insurance

Offers life insurance