On this page
  1. Rule 1: Be specific, not generic
  2. Rule 2: Wait for a signal
  3. Rule 3: Once is enough
  4. Rule 4: A bubble, not a pop-up
  5. Rule 5: Send it from a person
  6. Rule 6: Measure replies, not impressions
  7. Where proactive chat works best
  8. Where to hold back
  9. The takeaway

Most visitors who get stuck never ask for help. They hesitate, look around for an answer, and leave. Proactive chat — messaging a visitor before they message you — is how you catch them.

Done badly, it’s the digital version of a shop assistant following you around the store. Done well, it feels like someone noticed you needed a hand at exactly the right moment.

Six rules for proactive chat
  1. Be specific
  2. Wait for a signal
  3. Once is enough
  4. A bubble; not a pop-up
  5. Send it from a person
  6. Measure replies; not impressions

Rule 1: Be specific, not generic

“Hi! Can I help you?” is easy to ignore because it says nothing. Compare:

  • On checkout: “Is the promo code giving you trouble? Happy to check it for you.”
  • On pricing: “Comparing plans? Tell me how many people will use it and I’ll suggest one.”
  • On a product page after a while: “That jacket runs small — want help choosing a size?”

Specific messages show you understand what they’re doing. They get more replies because they’re easier to answer.

Rule 2: Wait for a signal

Don’t pop up the moment someone lands. Time on a page is a useful signal: ninety seconds on checkout means something; five seconds means nothing. Invite rules let you choose both the page and the delay — anywhere from a few seconds to ten minutes.

Rule 3: Once is enough

The fastest way to make proactive chat annoying is to repeat it. Limit it to one proactive message per visit, and show each automatic invite to a visitor only once. AskCub applies both by default.

Rule 4: A bubble, not a pop-up

A message that covers the page or steals focus feels like an interruption. A small preview bubble next to the chat button, with a name and a face, feels like an offer. The visitor can reply, or close it with one tap and carry on.

Rule 5: Send it from a person

People reply to people. Even an automatic invite should appear in the name of an online agent, with a real photo. If nobody is online, it’s better not to invite at all than to invite and then leave the visitor waiting.

Rule 6: Measure replies, not impressions

For every invite rule, track how often it was shown, opened and replied to. A message with lots of impressions and no replies is noise — rewrite it or turn it off. Keep the ones that start real conversations.

Where proactive chat works best

PageWhy
Checkout and cartLast-minute doubts: shipping, payment, discount codes
PricingPlan confusion, team size, billing questions
High-value product pagesSizing, compatibility, delivery dates
Contact or help pagesPeople are already looking for help
Returning visitorsThey came back — they’re interested

Where to hold back

Skip proactive messages on pages where people are reading or browsing casually: blog posts, the home page, careers. And never interrupt someone already in a conversation.

The takeaway

Proactive chat isn’t about reaching more people; it’s about reaching the right person at the right moment with the right sentence. One well-timed, specific line beats ten generic pop-ups.

Tagsproactive messagesinvite rulesconversion
Related featureProactive Chat & Website Greeting MessagesMessage a hesitating visitor in one click, set automatic invites by page and time on page, and broadcast updates — gentle preview bubbles, never pop-ups.See how it works

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