Should agencies proactively re-pitch – or reimagine – their clients every year?

A few years ago, a really smart strategist I was working with (Walt Barron at McKinney) and I had an idea.
Some context: Walt is one of those strategists that creatives love. He’s always pushing for great work and gets as frustrated as creatives when great work doesn’t get sold.
Well, we were in a rut with a particular client and we were having a few beers and reminiscing about the “good ol’ days” with this client. They weren’t really that long ago, but in an