The planning aftermath
Three weeks of anniversary planning notes scattered across my coffee table, and I’m finally seeing the real story they tell.

The planning aftermath
It wasn’t really about picking the right restaurant or finding the perfect weekend getaway. Every crossed-out option, every pro-and-con list, every budget recalculation was actually me trying to figure out how we make decisions together.
Turns out Jake and I have completely different planning styles, and somehow we’ve been dancing around that for two years without really acknowledging it. He’s the “let’s just see what happens” type, while I’m over here with color-coded spreadsheets and backup plans for the backup plans.

The evidence of three weeks’ worth of overthinking.
Michelle called it during our budget intervention session - she said I was planning like I was afraid Jake wouldn’t care enough to have an opinion.
The weird thing is, once I stopped trying to mind-read what he wanted and just asked him directly, the whole process got so much easier. He actually has tons of opinions about our anniversary plans - he just doesn’t express them through detailed research and multiple draft itineraries like I do. He shows up with one perfect idea that he’s been quietly thinking about for weeks.
Now I’m looking at these pages of overthinking and realizing they’re less about trip planning and more about me learning to trust that we can figure things out together without me having to orchestrate every detail. Good thing to know going into year three.
More from this moment