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Automated Streak Stuck Deal Detection

Every Monday, WebRun opens Streak, checks every open pipeline for deals that have sat in the same stage far longer than typical for that stage, books a check in call on Google Calendar for the oldest stuck deals, and texts the rep on WhatsApp so the deal gets a deliberate push instead of quietly aging in place.

Runs on WebRun · Strict Lockdown policy
Every Monday at 9:00 AM WebRunorchestrates each step
1 Streak find deals stuck in a stage too long
2 Google Calendar book a check in call
3 WhatsApp text the rep about the oldest deal
In short

How do I find Streak deals stuck in the same pipeline stage?

Every Monday, WebRun opens Streak and checks every open pipeline for deals that have sat in the same stage far longer than typical, booking a check in call on Google Calendar for the oldest ones. It texts the rep on WhatsApp about the single oldest stuck deal, so a deal that has quietly aged in place gets a deliberate push instead of staying invisible.

  • Stuck deals get a booked check in instead of sitting untouched
  • The oldest deal always gets a direct rep alert
  • The threshold for stuck reflects real pipeline history, not a guess

Built for small business sales teams · Gmail power users · startup sales · solo sales reps

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

  2. 1
    Streak - find deals stuck in a stage too long
    streak.com
    WebRun in Streak: find deals stuck in a stage too long
    WebRun opens Streak to find deals stuck in a stage too long.
    • Open Streak and review deals across your pipeline stages
    • Compare how long each deal has sat in its current stage against the typical time
    • Flag the deals stuck the longest

    Done when Every deal stuck in stage beyond its typical time has been flagged.

  3. 2
    Google Calendar - book a check in call
    calendar.google.com
    WebRun in Google Calendar: book a check in call
    WebRun opens Google Calendar to book a check in call.
    • Book a check in call for the oldest stuck deals on the rep's calendar
    • Set it for the next available working slot
    • Note the deal and how long it has been stuck in the event description

    Done when A check in call is booked for the oldest stuck deals.

  4. 3
    WhatsApp - text the rep about the oldest deal
    whatsapp.com
    WebRun in WhatsApp: text the rep about the oldest deal
    WebRun opens WhatsApp to text the rep about the oldest deal.
    • Text the rep about the single oldest stuck deal
    • Name the deal and how long it has been in its current stage
    • Note that a check in call has already been booked

    Done when The rep has been texted about the oldest stuck deal.

Run settings

How is each run configured?

Starting pageWhere Chrome opens at the start of each run
streak.com
ScheduleRuns automatically on this cadence
Every Monday at 9:00 AM
DeliveryHow each run's result reaches you
Stuck deal alert · WhatsApp
OutputWhat each run produces - A booked check in call for the oldest stuck deals plus a WhatsApp text naming the single oldest one.
List
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 move the deal to a new stage?

No. WebRun only reads how long a deal has sat in its stage and books a check in. Moving a deal forward is still a decision made by the rep in Streak.

What counts as stuck too long?

A deal that has sat in its current pipeline stage well beyond the typical time deals in that stage usually take, based on your own pipeline history.

Does every stuck deal get a WhatsApp text?

No, only the single oldest one gets the direct text each week, so reps are not overwhelmed. The rest still get a booked check in call.

Put this on autopilot.

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