Cigars POS Automated Loyalty Win-Backs
Every Monday, WebRun opens Cigars POS, finds loyalty members who have not purchased in a while yet still hold redeemable points or sit near a reward tier, drafts a warm win-back email in Klaviyo reminding them what their points are worth, and posts the list to Slack for a manager to review and send.
How do I automatically win back lapsed loyalty members with their points?
WebRun reviews Cigars POS loyalty and purchase history every Monday for members who have not visited lately but still hold redeemable points. It drafts a personal win-back email in Klaviyo reminding each what their points are worth and posts the list to Slack, leaving every draft unsent for a manager to review and send.
- Lapsed members get a reason to return before their points feel forgotten
- A manager approves every win-back, so nothing sends unreviewed
- Members who already came back this week are skipped from live history
Built for cigar lounges · tobacconists · cigar clubs · loyalty marketers
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
cigarspos.comin a real browser with your saved login - no setup, no API keys. -
1
Cigars POS - find lapsed members holding points
cigarspos.com
WebRun opens Cigars POS to find lapsed members holding points. - Open Cigars POS and go to the loyalty program and purchase history
- Find members whose last purchase was beyond your lapsed window
- Read each member's current points balance and distance to the next reward
- Capture anyone lapsed who still holds redeemable points or sits near a tier
Done when Every lapsed member with unspent points or a near reward tier is listed with their balance.
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2
Klaviyo - draft a win-back email
klaviyo.com
WebRun opens Klaviyo to draft a win-back email. - Open Klaviyo and draft a win-back email for each lapsed member
- Personalize it with the member name and current points balance
- Mention a favorite from their purchase history and what their points can redeem
- Save every email as a draft and leave it unsent for a manager to review
Done when A personalized win-back email is drafted and left unsent for each lapsed member.
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3
Slack - post the win-back list for review
slack.com
WebRun opens Slack to post the win-back list for review. - Post the win-back list to the marketing channel
- Note each member's points balance and how long since their last visit
- Leave sending to a manager after they review the drafts
Done when A manager has a Slack list of lapsed members with a drafted win-back ready to review.
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 lapsed members without approval?
No. WebRun drafts every win-back email in Klaviyo and leaves it unsent. A manager reviews each one before it goes out, so no member is contacted without your sign-off.
How does it decide who counts as lapsed?
It reads each member's last purchase date and points balance in the Cigars POS loyalty program, then flags anyone past the lapsed window you set who still holds redeemable points or sits near a reward tier.
What if someone came back in this week?
It re-reads live purchase history in Cigars POS each Monday, so any member who visited or purchased recently drops off the lapsed list and gets no win-back draft.
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