Milestone Systems

Lake Oswego, Oregon, USA
1,500 Total Employees
Year Founded: 1998

Milestone Systems Benefits Overview

Milestone offers a comprehensive benefits package designed to support employee health, financial wellness, and work-life balance. Eligible employees can enroll in medical, dental, and vision coverage starting the first of the month following their hire date, with additional employer-paid benefits like disability and life insurance provided. Milestone provides two medical plan options through Regence, including a High-Deductible Health Plan with generous HSA contributions. Employees also enjoy access to flexible spending accounts, a 401(k) with 100% employer match up to 6%, paid vacation and sick leave, parental leave, and 12 paid holidays including floating holidays. Additional perks include internet and fitness subsidies, education assistance, and a paid volunteer day.

Compensation + Benefits

Provides 401(K) matching

Auto enrollment at 4% after 90 days only if no other action taken. Milestone matches 100% of earnings up to 6% plan compensation. Vesting is immediate and is always 100%

Offers life insurance

Basic Life and ADD and Voluntary Life and ADD

Offers disability insurance

Short- and long-term disability, along with state paid leave programs.

Offers dental insurance

Principal Dental Plans - Milestone pays 90% of premium.

Offers health insurance

Regence Blue Cross Blue Shield - Milestone pays 90% of premium.

Offers mental health benefits

Canopy Employee Assistance Program

Offers Flexible Spending Account (FSA)

Allows you to save pre-tax dollars to pay for eligible health dependent care and eligible health care expenses.

Offers vision insurance

Regence Blue Cross Blue Shield - Milestone pays 90% of premium.

Provides family medical leave

Provides an onsite Mother's Room

Offers generous parental leave

Provides home-office stipend for remote employees

Full Time Employees will be provided $50/ month to help support home internet access.

Provides pay transparency

Work-Life Balance + Wellbeing

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 company-sponsored happy hours

Has employee-led culture committees

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.

Provides paid holidays

Provides floating holidays

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 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.

Provides bereavement leave

Career Growth + Development

Provides continuing education stipend

Provides reimbursement for courses related to your job or to progress toward your career goals. Repayment provisions may apply if terminate employment within 2 years of receiving assistance.

Provides tuition reimbursement

For college degree programs.

Job training & conferences

Provides personal development training

Promote from within

Company Culture

Utilizes an open door policy that encourages accessibility

Hosts in-person revenue kickoff meetings

Open office floor plan to encourage communication and collaboration

Provides onsite office parking

Provides free snacks and drinks

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

Quarterly engagement surveys to gauge employee satisfaction

Established employee awards to honor work and contributions

4 Days AgoSaved
Remote or Hybrid
United States
Artificial Intelligence • Other • Security • Software • Analytics • Big Data Analytics
The Solutions Engineer at Milestone Systems drives pre-sales by designing technical solutions, collaborating with sales to meet customer needs, and ensuring successful deployments.
11 Days AgoSaved
Remote or Hybrid
United States
Artificial Intelligence • Other • Security • Software • Analytics • Big Data Analytics
The Sales Support & Execution Manager leads sales lifecycle execution, manages the Sales Support Representative team, and ensures high renewal rates and effective customer engagement.
19 Days AgoSaved
Remote or Hybrid
United States
Artificial Intelligence • Other • Security • Software • Analytics • Big Data Analytics
The Lead Site Reliability Engineer will oversee the Infrastructure SRE team, focusing on system reliability, automation, and mentoring while collaborating with product engineering.