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Great actionable insights. A good heads up to have another critical look at our own messaging schedule. I especially like the message anatomy examples. Timing messages on specific event triggers, instead of just session counts would even make more sense.
Interesting post, and interesting blog generally: well written, nicely presented, and informative with it. My compliments.

At the risk of going off-topic, I'll share some hopefully constructive feedback on the main Intercom site. This was my experience (as someone who is working in what appears to be your target market):

1. Read "Intercom is a next-generation CRM and messaging product. It helps web businesses build relationships with their users and turn them into loyal customers."

2. It's all empty buzzwords but the blog post was interesting, so I'll take a look.

3. Look at mostly illegible slides on home page.

4. Read jerky scrolling thing on home page until literally feeling sick (less than one minute).

5. Still have no idea what Intercom actually is (app? web site? back office tool?) or what it does (empty headlines are empty; how does it actually work?).

6. Can't find any more details. Not going to sign up or try anything out without way more than this.

I suspect you have something really interesting in there, and possibly even something one of my colleagues (who deals with marketing and customer relationships) might be interested in investigating. But for a company that seems to be all about messaging, your messaging is... lacking. :-)