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

Updated on October 26, 2026

What People Are Saying About Upside

  • Remote or Hybrid Flexibility: Some roles are described as fully remote, hybrid, or office-based, giving employees options to reduce commuting and tailor schedules. This arrangement is often paired with flexible scheduling that helps coordinate work and personal needs.
  • Time Off Access: Policies such as unlimited PTO, paid holidays, and a company-wide winter break are highlighted as part of the benefits. These provisions can enable meaningful disconnection and recovery when team workloads permit.
  • Work-Life Reputation: Work-life balance is characterized as a relative strength in company overviews and category ratings, even as experiences vary by team. Many accounts describe reasonable hours and the ability to avoid extreme startup-style schedules.

Upside's Benefits

Offers a flexible time off policy

Offers generous PTO

Offers paid volunteer time

Provides bereavement leave

Provides paid holidays

Provides paid sick days

Utilizes an Unlimited PTO policy

Utilizes company-wide vacation

Has employee-led culture committees

Offers an Employee Assistance Program (EAP)

Offers company-sponsored happy hours

Offers company-sponsored outings

Offers Employee Resource Groups

Offers fitness stipend

Offers team workouts

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

Utilizes restricted work hours