same dilemma here yearly for me too... have tried (Half heartedly) to test the pro max size, but I've always gone back to the pro. the weight and overall bulkiness with a case on didn't work for me, Never comfortably used it one handed, which I can with the pro.
also when out running, its not the easiest to have to carry around (yes, I know I should buy a data plan for my new watch

)
rumours seem to suggest the max will be a little heavier again this year.
the one nagging reason would be the change of circumstance in the past few years. I'm not commuting daily, so the awkwardness of carrying it around diminishes.. will be wfh and it sat on my desk 95% of the time!
dammit... now I'm thinking of changing to it too 🤣