Online Enrollment - Current City Employees Only
MEET UPWISE!
Upwise helps you make more informed decisions and gives ongoing digital benefits guidance throughout the year.
Upwise provides personalized benefits recommendations for you and your family.
Let Upwise help you navigate your benefits so you feel more confident in your benefit decisions!
Upwise is not an enrollment service and will not make enrollment elections.
To complete your enrollment, you must make your elections via People Soft.
Visit Upwise before making your benefit selections
When accessing Upwise from outside the City network, you will be prompted by Microsoft to enter your City issued email and network password.
2027 Benefits & Wellness Event
Wednesday, October 21, 2026
7:30am-12:00pm
Jack L. McLean Community Center
700 Paul Russell Road
Visit the event to meet with our benefit
providers, ask questions, and obtain valuable plan information.
For a list of participating vendors, click to view our wellness event details.
2027 Annual Employee Benefits Enrollment Period
- Begins - Friday, October 16, 2026 @ 5p.m
- Closes – Friday, November 13, 2026 @ 5p.m
All changes made during the annual enrollment period will become effective January 1, 2027.*
*Your enrollment in some plans is NOT guaranteed. For employee and dependent life insurance and long-term disability you may be asked to answer some medical questions. No deductions for new or increased coverage will be taken until the insurance company notifies the Human Resources Department that you and/or your dependent(s) have been approved.
Enrollment Materials
2027 Online Benefits Enrollment
Access to this service is limited to authorized persons only. All efforts to achieve access, whether direct or indirect, are subject to monitoring activities. Unauthorized access is prohibited and will be subject to incident reporting procedures including notification of local, state and federal authorities.