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Automated Justworks Open Enrollment Tracking

Every Monday, WebRun opens Justworks, checks for open enrollment and benefits deadlines coming up in the next 30 days, logs each one to Airtable with the employee count affected, and builds a prep doc in Notion listing what HR needs to do before it closes.

Runs on WebRun · Strict Lockdown policy
Every Monday at 9:00 AM WebRunorchestrates each step
1 Justworks find upcoming enrollment deadlines
2 Airtable log the deadline
3 Notion build the prep doc
In short

How do I track upcoming Justworks open enrollment deadlines?

WebRun checks Justworks every Monday for open enrollment and benefits deadlines coming up within 30 days. It logs each one to Airtable with the number of employees affected, then builds a Notion prep doc listing what HR needs to confirm before it closes, so an enrollment window never sneaks past your team unprepared.

  • Enrollment deadlines get a 30 day head start
  • HR always has a ready prep doc before a deadline closes
  • Every deadline is logged with the employees it affects

Built for HR administrators · People operations · small business owners · Justworks PEO clients

Step by step

What does WebRun do on every run?

The exact actions WebRun takes, in order - in plain language, so you can adjust anything.

  1. WebRun signs in and gets to work

    Opens secure.justworks.com in a real browser with your saved login - no setup, no API keys.

  2. 1
    Justworks - find upcoming enrollment deadlines
    justworks.com
    WebRun in Justworks: find upcoming enrollment deadlines
    WebRun opens Justworks to find upcoming enrollment deadlines.
    • Open Justworks and check the benefits and enrollment calendar
    • Note any deadline within the next 30 days
    • Record how many employees are affected

    Done when Every upcoming deadline within 30 days is captured.

  3. 2
    Airtable - log the deadline
    airtable.com
    WebRun in Airtable: log the deadline
    WebRun opens Airtable to log the deadline.
    • Add a row for the deadline with the date and employee count
    • Tag it by benefit type
    • Mark it closed once the deadline passes

    Done when Every open deadline has a current Airtable row.

  4. 3
    Notion - build the prep doc
    notion.so
    WebRun in Notion: build the prep doc
    WebRun opens Notion to build the prep doc.
    • Create a prep doc listing what HR needs to confirm before the deadline
    • Include a spot for plan changes and communication timing
    • Link back to the Airtable row

    Done when A prep doc exists in Notion for every open deadline.

Run settings

How is each run configured?

Starting pageWhere Chrome opens at the start of each run
secure.justworks.com
ScheduleRuns automatically on this cadence
Every Monday at 9:00 AM
DeliveryHow each run's result reaches you
Enrollment tracker · Notion
OutputWhat each run produces - An Airtable log of upcoming enrollment deadlines plus a Notion prep doc for each one.
Checklist
Setup & safety

Secure by default

Connect once, stays signed in

WebRun signs in once and keeps each session in a persistent environment, so every run picks up right where it left off.

Your credentials stay in your own private environment - WebRun never stores your passwords.
Strict Lockdown

Every action is checked against this policy before it runs.

Domains ALLOWLIST
Typed input ALLOW
Shell command BLOCK
File uploads BLOCK
Runs in a contained environment More on policies
Good to know

Questions, answered

Does it enroll employees or change their benefits?

No. WebRun only tracks the deadline and preps a checklist. Enrollment changes stay a decision employees and HR make in Justworks.

Does it message employees about enrollment?

No, the tracker and prep doc are internal to HR. Any employee-facing enrollment reminder is still sent by your team.

How far ahead does it flag a deadline?

It picks up any open enrollment or benefits deadline within the next 30 days and keeps the Airtable row open until the deadline passes.

Put this on autopilot.

Turn it on in minutes - or have our team set it up for you.