Something that changed the way I think about dating was treating it more like a skill like football, music, or sports. You can get better, but only if you review what you did wrong and learn from it.

A few months ago I started doing post-date breakdowns by writing down:

  • What were the high points?
  • When did the vibe drop?
  • Did I miss a moment to flirt or escalate?
  • Did I talk too much?
  • How much did she invest?

Just this evaluation (or if you want to call it journalling) helped me realize patterns I didn't pick up on during the date.

Then I took it further, I started recording myself during dates (just audio from my own phone) so I could actually hear how I came across and how the conversation evolved.

Yeah, it's weird at first but holy sh*t, it was eye-opening:

I killed the vibe by over explaining, I missed moments where she clearly wanted more, my tone was off even when I thought I was being confident, moments where I should have escalated, etc.

Now I want to build a little tool to help automate this feedback loop, something that can analyze the date audio and give real suggestions (on tone, flirting, timing, escalation, etc.).

I’m not trying to promote anything just genuinely curious whether you guys ever tried reviewing your dates like this? And is this something you would actually use or find helpful?

Would love hear your opinion!

I’ve done tons of dates and still mess things up sometimes, but this kind of feedback loop has made a real difference for me.