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

Updated on September 28, 2026

What People Are Saying About Upside

  • Remote or Hybrid Flexibility: Roles are offered as office-based, hybrid, or fully remote, which supports balancing work with personal obligations and reduces commuting strain. Home-office support is also referenced for remote setups.
  • Flexible Scheduling: Flexible schedules are highlighted, giving employees latitude to manage when they work. This autonomy can make day-to-day demands easier to integrate with personal needs.
  • Time Off Access: Unlimited PTO, paid holidays, sick time, and a company-wide winter break are promoted. These policies make it easier to disconnect and recharge.

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