Whenever I'm surprised by an investment announcement like this, I like to look the company name up on Google Trends. This curve will give you a sense of how rapidly user interest in Grammarly has increased the past few years: https://trends.google.com/trends/explore?date=all&q=grammarl...
It's no Snapchat or Instagram, but it's comparable to, say, Docker in magnitude and trajectory. I hear from a lot of writers through my own websites, and I hear them mention Grammarly more and more often lately.
That's not to say the $110M investment makes sense, just that Grammarly may be more popular than the community here realizes.