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

Updated on August 31, 2026

What People Are Saying About Upside

  • Remote or Hybrid Flexibility: Roles are described as office-based, fully remote, or hybrid, with flexible schedules that help employees manage personal obligations. This structure reduces commuting demands and supports integrating work with life.
  • Time Off Access: Unlimited PTO, paid holidays and sick time, and periodic company-wide time off are prominently offered. Leaders are portrayed as modeling healthy balance, reinforcing that time away is encouraged.
  • Wellbeing Programs: Comprehensive health coverage, mental health resources, wellness initiatives, and fitness stipends are highlighted. These supports are positioned to help mitigate burnout and sustain overall wellbeing.

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