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For project managers, agencies & professional services teams

See which milestones are about to slip

Every Monday, WebRun opens Teamwork, lists every milestone due in the next 14 days along with the open tasks still attached to each, books a review block in Google Calendar for the milestones most at risk, and sends a Telegram alert naming what will slip if nothing changes.

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14,115 templates Safe automation No code
Every Monday at 8:00 AM WebRun
1 Teamwork check upcoming milestones
2 Google Calendar book the risk reviews
3 Telegram flag what will slip
Run a sample
In short

How do I spot project milestones that are about to slip?

WebRun opens Teamwork every Monday and lists milestones due within 14 days, counting the open and overdue tasks attached to each. It ranks them by risk, books a Google Calendar review block for the worst three days before the due date, and sends a Telegram alert naming what will slip.

  • A slipping milestone is visible two weeks out, not on the due date
  • Review time is booked before the deadline, not after the miss
  • Milestones with overdue tasks and no recent activity are named every Monday

Built for project managers · agencies · professional services teams · delivery leads

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 www.teamwork.com in a real browser with your saved login - no setup, no API keys.

  2. 1
    Teamwork - check upcoming milestones
    teamwork.com
    WebRun in Teamwork: check upcoming milestones
    WebRun opens Teamwork to check upcoming milestones.
    • Open Teamwork and list milestones due in the next 14 days across all projects
    • For each milestone, count the tasks still open and the tasks already overdue
    • Note the responsible person and the project it belongs to
    • Read the last activity date on each milestone to spot ones nobody has touched
    • Rank milestones by open task count and days remaining

    Done when Every milestone due in 14 days has an open task count and a risk ranking.

  3. 2
    Google Calendar - book the risk reviews
    calendar.google.com How to Automate Google Calendar
    WebRun in Google Calendar: book the risk reviews
    WebRun opens Google Calendar to book the risk reviews.
    • Book a short review block for each milestone in the top risk band
    • Set the block at least three working days before the milestone date
    • List the open tasks and the responsible person in the event description
    • Reuse an existing block rather than creating a second one for the same milestone
    • Skip milestones with no open tasks left

    Done when Every at-risk milestone has review time booked ahead of its due date.

  4. 3
    Telegram - flag what will slip
    telegram.org How to Automate Telegram
    WebRun in Telegram: flag what will slip
    WebRun opens Telegram to flag what will slip.
    • Send a ranked list of milestones due in the next two weeks
    • Show days remaining, open tasks, overdue tasks, and the responsible person
    • Call out any milestone with overdue tasks and no activity in the last week
    • Finish with a count of milestones that are on track
    • Never reassign a task or change a due date in Teamwork

    Done when You know before the week starts which milestones are heading for a slip.

Run settings

How is each run configured?

Starting pageWhere Chrome opens at the start of each run
www.teamwork.com
ScheduleRuns automatically on this cadence
Every Monday at 8:00 AM
DeliveryHow each run's result reaches you
Milestone risk list · Telegram
OutputWhat each run produces - A ranked list of Teamwork milestones due within 14 days showing open tasks, overdue tasks, days remaining, and the responsible person.
Text
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

Will it move deadlines or reassign work in Teamwork?

No. WebRun reads milestones, tasks, and owners. It never changes a due date, closes a task, reassigns anyone, or comments on a project. Every change stays a human call.

Does it tell clients a milestone is slipping?

No. The Telegram alert and the calendar blocks are internal. WebRun never emails or messages a client, so you decide what gets communicated and when.

How does it rank risk?

By open task count against days remaining, with extra weight on milestones that already have overdue tasks or no activity in the last week. Both windows are yours to adjust.

Put this on autopilot.

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