Upside
Upside Compensation & Benefits
What People Are Saying About Upside
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Healthcare Strength: Medical, dental, and vision coverage are advertised alongside mental-health support, HSAs/FSAs, and an EAP, with some listings noting day-one eligibility. Additional wellness elements such as pet insurance and fitness/wellbeing resources are also cited.
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Leave & Time Off Breadth: An unlimited PTO policy is highlighted, along with paid holidays and, in some sources, a company winter break. Flexible remote or hybrid arrangements for certain roles further support time away and work–life balance.
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Parental & Family Support: Paid parental leave is described as 16 weeks for birthing parents and 8 weeks for non-birthing or adoptive parents. Family-forming benefits through Carrot include up to $10,000 in support per the 2025 announcement.
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
