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For retail store owners, boutique retailers & retail marketing managers

Draft winback emails for lapsed customers in Lightspeed

Every Monday, WebRun opens Lightspeed Retail, identifies customers who have not made a purchase in 90 or more days, and drafts a personalized winback email in Gmail for each one, ready for your team to review and send to bring lapsed buyers back in-store.

  • No credit card
  • Under $0.01 per run
  • Cancel anytime
14,115 templates Safe automation No code
Every Monday at 9:00 AM WebRun
1 Lightspeed find customers with no purchase in 90-plus days
2 Gmail draft personalized winback emails for review
Run a sample
In short

How do I automatically draft winback emails for lapsed customers in Lightspeed?

WebRun opens Lightspeed Retail every Monday, finds customers who have not purchased in 90 or more days, and drafts a personalized winback email in Gmail for each one. Opt-out customers are skipped automatically. Every draft waits for your team to review and send, so no lapsed customer is contacted without human approval.

  • Lapsed customers receive a personalized winback offer without manual research
  • Opt-out customers are skipped automatically on every run
  • Weekly batches keep outreach volume manageable and quality high

Built for retail store owners · boutique retailers · retail marketing managers · gift shop owners

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

  2. 1
    Lightspeed - find customers with no purchase in 90-plus days
    lightspeedhq.com How to Automate Lightspeed
    WebRun in Lightspeed: find customers with no purchase in 90-plus days
    WebRun opens Lightspeed to find customers with no purchase in 90-plus days.
    • Open Lightspeed Retail and navigate to Customers
    • Filter for customers whose last purchase date is 90 or more days ago and who have a valid email on file
    • Capture customer name, email, last purchase date, and their most recently purchased product category
    • Limit to a manageable batch, for example 20 customers per week, to keep outreach volume controlled
    • Exclude customers who have opted out of marketing communications

    Done when Up to 20 lapsed customers are identified with their contact details and last purchase category.

  3. 2
    Gmail - draft personalized winback emails for review
    gmail.com How to Automate Gmail
    WebRun in Gmail: draft personalized winback emails for review
    WebRun opens Gmail to draft personalized winback emails for review.
    • Draft a personalized winback email for each customer, referencing their name and the category they last bought from
    • Include a friendly message inviting them back with your current offers or news
    • Save each as a Gmail draft for your team to review, personalize further, and send
    • Never send any winback email automatically: leave all drafts for human approval

    Done when A Gmail draft winback email exists for every lapsed customer in this week's batch. No emails have been sent.

Run settings

How is each run configured?

Starting pageWhere Chrome opens at the start of each run
retail.lightspeedhq.com
ScheduleRuns automatically on this cadence
Every Monday at 9:00 AM
DeliveryHow each run's result reaches you
Winback drafts · Gmail
OutputWhat each run produces - A batch of Gmail draft winback emails for lapsed Lightspeed customers, personalized by name and purchase category, ready for staff review and sending.
Draft
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 email lapsed customers without my approval?

No. Every winback email is saved as a Gmail draft for your team to review and send. No customer receives a message until a staff member reads and approves it, protecting both your brand and customer trust.

How does it know which customers have opted out of marketing?

WebRun checks the marketing opt-out flag stored on each customer record in Lightspeed. Customers who have unsubscribed are excluded automatically from every winback batch.

Can the winback email mention a specific offer or discount?

Yes. Give WebRun an offer to include, such as 10% off their next visit, and it will weave it into every draft. Your team can adjust the offer per customer before sending if needed.

Put this on autopilot.

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