Milestone Systems

1,500 Total Employees
Year Founded: 1998

What's the Work-Life Balance Like at Milestone Systems?

What People Are Saying About Milestone Systems

  • Remote or Hybrid Flexibility: Hybrid and location flexibility are available, with options to work from home and adjust where work is done. Company materials position flexibility as a core element of a People First approach.
  • Autonomy Over Hours: Leadership messaging emphasizes the freedom to govern work–life balance and to flex schedules as needed. A Scandinavian influence reinforces reasonable hours and vacation norms.
  • Time Off Access: Policies highlight paid vacation and sick time, parental leave, and wellness subsidies. These benefits indicate structural support for taking time away and recovery.

Milestone Systems's Benefits

Offers generous PTO

Regular employees accrue 1.67 days’ vacation per month, which is 20 days per calendar year. Unused vacation time may be rolled over to the next year, subject to a cap of 20 days.

Offers paid volunteer time

Full time employees receive 1 paid day off per calendar year to volunteer with the non-profit / 501c3 organization of your choice. Pre-approval needed by your manager.

Provides bereavement leave

Provides floating holidays

Provides paid holidays

Provides paid sick days

Full time employees receive 10 paid days of sick leave at the beginning of each calendar year. For new hires, they are prorated depending on your start date. Sick time does not rollover.

Has employee-led culture committees

Offers company-sponsored happy hours

Offers company-sponsored outings

Varied by team.

Offers fitness stipend

Employees may be reimbursed up to $120 annually for expenses related to gym memberships and/or fitness app subscriptions.

Provides access to an onsite gym

Provides opportunities to volunteer in the local community

Offers a remote work program

Live near Portland, OR? Join us in a hybrid role at our Lake Oswego office! Outside the area? You’ll still be part of an innovative, highly connected remote team that thrives on collaboration.

Utilizes a hybrid work model