All templates
For junk removal companies, estate cleanout services & property management hauling teams

Keep recurring property and cleanout accounts warm with regular check-ins

Every month, WebRun opens Jobber and identifies accounts tagged as recurring property managers, landlords, or estate cleanout clients who have not had a job scheduled in the past 30 days, drafts a warm check-in email for each contact asking about upcoming cleanout needs, saves each draft in Gmail for owner review before sending, and posts your team a Slack summary of accounts due for outreach.

  • No credit card
  • Under $0.01 per run
  • Cancel anytime
14,115 templates Safe automation No code
First Monday of every month WebRun
1 Jobber find recurring accounts without recent jobs
2 Gmail draft check-in email per account
3 Slack post monthly check-in outreach list
Run a sample
In short

How do I automatically check in with recurring property and cleanout clients to keep them booking?

Every month, WebRun identifies your recurring property and cleanout accounts in Jobber that have not had a job in 30 days, drafts a warm check-in email for each contact asking about upcoming needs, saves every draft in Gmail for your review, and posts your team a Slack summary with priority flags for accounts quiet over 60 days.

  • No long-term cleanout account goes more than 30 days without a check-in prompt
  • Accounts quiet for 60-plus days are flagged for priority outreach each month
  • Check-in emails reference the client's real job history for a personal, not generic, tone

Built for junk removal companies · estate cleanout services · property management hauling teams · recurring junk removal accounts

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

  2. 1
    Jobber - find recurring accounts without recent jobs
    getjobber.com How to Automate Jobber
    WebRun in Jobber: find recurring accounts without recent jobs
    WebRun opens Jobber to find recurring accounts without recent jobs.
    • Open Jobber and filter clients tagged as recurring, property management, or estate cleanout
    • Identify accounts where no job has been scheduled or completed in the past 30 days
    • Capture the contact name, email, last job date, and job history for each account

    Done when Every recurring account without recent activity has been identified with contact and history details.

  3. 2
    Gmail - draft check-in email per account
    gmail.com How to Automate Gmail
    WebRun in Gmail: draft check-in email per account
    WebRun opens Gmail to draft check-in email per account.
    • Draft a warm, brief check-in email for each contact by name referencing their last job and asking about upcoming needs
    • Keep the tone friendly and consultative, not salesy
    • Save every draft unsent in Gmail for owner review before sending

    Done when A personalized check-in draft exists in Gmail for every qualifying recurring account.

  4. 3
    Slack - post monthly check-in outreach list
    slack.com How to Automate Slack
    WebRun in Slack: post monthly check-in outreach list
    WebRun opens Slack to post monthly check-in outreach list.
    • Post a monthly outreach summary to your ops or sales Slack channel
    • List each account due for check-in with their last job date and the link to the Gmail draft
    • Highlight accounts that have not booked in over 60 days as priority outreach

    Done when Team has the monthly recurring-account check-in list with draft links in Slack.

Run settings

How is each run configured?

Starting pageWhere Chrome opens at the start of each run
app.getjobber.com
ScheduleRuns automatically on this cadence
First Monday of every month
DeliveryHow each run's result reaches you
Check-in drafts · Gmail + Slack
OutputWhat each run produces - Personalized check-in email drafts in Gmail per recurring account, plus a monthly outreach summary with priority flags posted to Slack.
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

Does it send check-in emails to clients automatically?

No. WebRun drafts every check-in email in Gmail and leaves it unsent for your review. You decide which ones to send so no message reaches a client without your approval.

How does it decide which accounts are recurring?

It filters by the client tags you use in Jobber, such as property manager, landlord, or estate cleanout. You set which tags qualify during setup, and the list updates automatically each month.

What if a recurring client already has a job scheduled for next week?

It checks for upcoming scheduled jobs in Jobber and skips any account that already has a job booked within the next 30 days, so you only reach out to those who genuinely need a nudge.

Put this on autopilot.

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