The dreaded platform dilemma: Wordpress or Squarespace

I’m thinking about moving this site to Squarespace. I’ve been happy with WordPress, but I think what I need this site to be might be easier to accomplish on Squarespace. It pains me a little to even be considering it. So much of our time seems to be tinkering with various platforms, always searching for the perfect one.
Have any of you gone back and forth between WordPress and Squarespace (or other sites)? Thoughts?