Automated DripJobs Gutter Guard Upsell Drafts
Every Monday, WebRun opens DripJobs, finds completed gutter installs that do not include gutter guards, drafts a personalized upsell email in Gmail for each customer explaining the benefit and price, and posts your sales rep a Slack digest of every draft ready to review and send.
How do I automatically draft gutter guard upsell offers to past install customers?
WebRun scans DripJobs every Monday for completed gutter installs with no gutter guards, drafts a personalized upsell email in Gmail priced to each customer's actual linear footage, and posts your sales rep a ranked Slack digest of the drafts waiting. Your rep reviews and sends each one, turning past installs into a steady, low-effort upsell pipeline.
- Every gutter-guard-free install gets a priced upsell offer without manual list-building
- Reps open Slack to a ranked upsell queue instead of building one from scratch
- Customers who already bought guards are skipped automatically from live DripJobs data
Built for gutter installers · gutter guard resellers · exterior home service teams · gutter company sales reps
What does WebRun do on every run?
The exact actions WebRun takes, in order - in plain language, so you can adjust anything.
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WebRun signs in and gets to work
Opens
dripjobs.comin a real browser with your saved login - no setup, no API keys. -
1
DripJobs - find installs without gutter guards
dripjobs.com
WebRun opens DripJobs to find installs without gutter guards. - Open DripJobs and filter completed gutter installs
- Exclude any job that already includes a gutter guard line item
- Pull each customer's gutter length and original install price
Done when Every gutter-guard-free install is listed with its details.
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2
Gmail - draft the upsell offer
gmail.com
WebRun opens Gmail to draft the upsell offer. - Draft a personalized email explaining what gutter guards prevent and the linear-foot price for their home
- Reference their original install date to keep it personal
- Leave every email as a draft in Gmail. Never send an upsell offer on its own
Done when A ready-to-send upsell draft sits in Gmail for every eligible customer.
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3
Slack - alert the rep the drafts are ready
slack.com
WebRun opens Slack to alert the rep the drafts are ready. - Post a digest listing which customers have a fresh upsell draft waiting
- Sort the list by gutter length so the biggest jobs are on top
Done when Your sales rep has a prioritized list of upsell drafts to review in Slack.
How is each run configured?
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.
Every action is checked against this policy before it runs.
Questions, answered
Will it email the upsell offer without my rep seeing it first?
No. Every upsell offer is left as a Gmail draft. Your rep reviews and sends it, so nothing goes out on its own.
How does it price the gutter guard offer?
It uses the linear footage already on file in DripJobs from the original install, so the price matches their actual home.
What if a customer already has gutter guards?
It checks the line items on the original job in DripJobs, so anyone who already bought gutter guards is skipped automatically.
Related templates
Put this on autopilot.
Turn it on in minutes - or have our team set it up for you.