Complete open Enrollment on WOrkday by 5PM on November 7

County of San Mateo Employee Benefits Division

The Benefits Division aims to provide comprehensive and accessible benefits, services and programs to eligible employees, retirees, and their dependents.

To Chat with a Representative: click “Join Chat.”

Connecting to Zoom:

  • Mobile/Tablet: You must use the Zoom app to join.

  • Desktop App: Click “Open in Zoom App” when prompted.

  • Web Browser:

    1. Click “Cancel” on the first pop-up.

    2. Click the blue “Join from Zoom Workplace app” button.

    3. Click “Cancel” on the second pop-up.

    4. Click “Join from your browser” at the bottom of the screen.

    5. Allow mic/camera access, enter your name, and click “Join.”

  • Video Chat will be available 11:30AM-2PM on October 16, 2025. 
  • Allow your browser to use camera and microphone to participate in the chat.
  • Enter Your Name and Click “Join Meeting” to enter the meeting.
  • Be professional, courteous, and respectful. Users will be removed if they engage in inappropriate behavior.
  • If you’ve been disconnected, please refresh the page to rejoin the video conference.
  • To view the video conference in full screen, click on the three dots (ooo) and select “View Full Screen.”
  • Report any issues to the site administrator.

Virtual Fair Video Booth

Video Chat will be available during our Virtual Benefits and Wellness Fair
11:00AM-2PM on October 14, 2026.

Virtual Fair Video Booth

Chat will be available 11:00AM-2PM on October 14, 2026. 

To chat with a representative, click “Join Chat,” then follow the instructions for your device.

Desktop or laptop:

  • With the Teams app: Select “Open Microsoft Teams” when prompted.
  • Without the Teams app: Select “Continue on this browser.” You don’t need to download the app.

Phone or tablet:

  • Download the Microsoft Teams app before joining. You can join as a guest without creating an account.

To finish joining: Allow access to your microphone and camera if prompted, enter your name, and select “Join now.”

Video Chat

Chat with representative(s) from County of San Mateo Employee Benefits Division
Video Chat

Meet the Team:

Photo of Andrew A

Andrew Anonuevo

Sierra Freudenberg

Ethan Shu

Giovanna Segovia

GLeong Headshot

Grace Leong

Rwong Headshot

Rachel Wong

Webinars and Events

All CategoryOpen Enrollment In-Person, Wellness In-Person13oct7:00 AM9:00 AMHR Benefits and Wellness Division: In-Person Hours at Grant Yard7:00 AM - 9:00 AM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person16oct7:00 AM8:00 AMHR Benefits and Wellness Division: In-Person Hours at San Mateo Medical Center7:00 AM - 8:00 AM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person16oct2:30 PM4:00 PMHR Benefits and Wellness Division: In-Person Hours at San Mateo Medical Center2:30 PM - 4:00 PM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person19oct1:00 PM4:00 PMHR Benefits and Wellness Division: In-Person Hours Daly City-HSA1:00 PM - 4:00 PM(GMT+00:00)

All CategoryOpen Enrollment Webinar22oct12:00 PM12:30 PMHR Benefits: Open Enrollment and Processing Open Enrollment in Workday12:00 PM - 12:30 PM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person22oct1:00 PM4:00 PMHR Benefits and Wellness Division: In-Person Hours Probation at San Mateo County Youth Services Center1:00 PM - 4:00 PM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person26oct12:00 PM12:45 PMHR Benefits and Wellness Division: In-Person Hours Coastside Clinic12:00 PM - 12:45 PM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person26oct1:00 PM1:45 PMHR Benefits and Wellness Division: In-Person Hours Half Moon Bay Sheriff's Office1:00 PM - 1:45 PM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person26oct2:00 PM3:00 PMHR Benefits and Wellness Division: In-Person Hours Half Moon Bay Library2:00 PM - 3:00 PM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person27oct10:00 AM1:00 PMHR Benefits and Wellness Division: In-Person Hours 2000 Alameda Delas Pulgas - Health Division10:00 AM - 1:00 PM(GMT+00:00)

All CategoryOpen Enrollment In-Person, Wellness In-Person29oct10:00 AM1:00 PMHR Benefits and Wellness Division: In-Person Hours 801 Gateway South San Francisco - Health Division10:00 AM - 1:00 PM(GMT+00:00)

All CategoryOpen Enrollment Webinar29oct12:00 PM12:30 PMHR Benefits: Open Enrollment and Processing Open Enrollment in Workday12:00 PM - 12:30 PM(GMT+00:00)

Resources

MAXIMIZE YOUR BENEFITS

You have access to valuable resources designed to support you and your family—but you may not be taking full advantage of everything available to you.

Take a moment to explore your benefits, discover something new, and make the most of what’s already yours.