Last edited: May 5, 2025

Best Free Tools for Automated Follow-Up Emails After a Booking

Looking for a free way to automate post-booking emails? Discover the best Gmail extensions and simple CRM tools to send thank-you messages, review requests, and rebooking reminders effortlessly.

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3 min readAi Assisted

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As a performing artist, staying in touch with clients after a show is crucial for building relationships, getting reviews, and securing repeat bookings. Manually sending emails can be time-consuming, but luckily, there are free and simple tools to automate the process.

If you're looking for a way to send a sequence of emails—like a thank-you message, a review request, and future booking reminders—without investing in a complex CRM, here are the best solutions.

1. Gmail + Free Chrome Extensions for Email Sequences

Since you already use Gmail, these Chrome extensions can help automate follow-ups:

a) Mailchimp (Free Tier)

While not a Chrome extension, Mailchimp’s free plan allows basic email automation.
You can set up a sequence triggered by a booking date.
Best for: Thank-you emails and simple follow-ups.

b) Yet Another Mail Merge (YAMM) – Free for Limited Use

Works inside Gmail to send personalized bulk emails.
You can schedule emails in advance.
Best for: Sending review requests and reminders.

c) Gmail’s Built-in "Scheduled Send"

Manually write emails in advance and schedule them.
Not fully automated but works for basic sequences.

2. Simple Free CRM Options

If you want a more structured approach without complexity, try:

a) HubSpot CRM (Free Plan)

Lets you set up email sequences based on dates.
Works well for thank-you emails, review requests, and rebooking reminders.

b) Streak (Free for Basic Use)

A Gmail-integrated CRM with email sequencing.
Lets you create pipelines (e.g., "Post-Booking Follow-Ups") and schedule emails.

c) Zoho Campaigns (Free for Small Lists)

Good for automated email workflows.
Set triggers based on booking dates.

3. Best Option for Long-Term Automation

If you need emails to go out over 18+ months, a free CRM like HubSpot or Zoho is your best bet. While Chrome extensions like YAMM can schedule emails, they require manual setup for long delays.