Email best practices

Good email practices help your messages reach client inboxes instead of spam folders. Email deliverability depends on sender reputation, which Check Cherry maintains by monitoring how all users send emails.

Email Delivery Basics

Your emails come from notifications@yourcompany.checkcherry-mail.com (where "yourcompany" is your brand name). Ask clients to add this address to their contacts — it helps bypass spam filters.

You must have opt-in permission from recipients. Only email people who expect to hear from you about their booking or service.

What Helps Delivery

  • Send fewer messages — less is more for deliverability
  • Keep early emails simple with more text than images
  • Use automated messages instead of manual follow-ups
  • Customize content with details specific to your business
  • Ask clients to whitelist reply.checkcherry-mail.com

What Hurts Delivery

  • Emailing people who don't know you or your company
  • Sending emails unrelated to the booking or service
  • Excessive follow-ups (after 2-3 attempts, they're unlikely to respond)
  • Daily or frequent emailing
  • Image-only emails without balanced text content
  • Multiple font sizes, bright colors, or complex formatting
  • Giant fonts, excessive punctuation, or all caps

Content That Triggers Spam Filters

  • Payment request links (especially multiple in one email)
  • Direct solicitation for Venmo, PayPal, or other payment methods
  • Subject lines with "Free" or "Discount"
  • Dollar amount references (like "$5-10MM")
  • Links to external domains
  • Large images or images with text overlays

Report Undelivered Emails

If emails aren't reaching clients, report it to help us identify delivery issues. Look for the dropdown arrow next to message status indicators to notify the Check Cherry team.

You can also check delivery status in Email Event History to see if messages were delivered, bounced, or filtered.

Watch: Email Best Practices

Questions about email sending practices? Use the chat in your account to connect with the Check Cherry team.

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Last updated April 01, 2026 10:45