A live illustrator adds a lot of value at events which are unusual or not a weekly occurrence. So if you’re organizing a brainstorm or a day of team reflection then having a live illustrator is a great idea.
It’s also fun at conferences or events. While a speaker is speaking, the illustrator makes a drawing to summarize what’s being said. For everyone present, it’s a nice way to see the main points of the speech. An illustrator can also make an overview of the whole day, bringing together the events of the conference.