Anna Kai

Anna Kai
Sept. 23, 2026

EP 285: Honey Archive: Stop Feeling Behind: Comparison, Confidence & Self-Worth with Anna Kai

We’re digging into the Honey Archives to bring back one of our favorite conversations, and one we think everyone could use a little refresher on.

Anna Kai, creator of Maybe Both and one of our favorite internet hype women, joins us for a brutally honest conversation about confidence, self-worth, comparison, and figuring out who the hell you are when life doesn’t look the way you thought it would.

If you’ve been feeling behind, questioning your worth, comparing your timeline to everyone else’s, or simply need a reminder that you don’t have to earn your right to feel good about yourself... consider this episode your confidence reset.

In this episode we cover:

  • What we should ACTUALLY be focusing on in our 20s
  • How to build self-worth when yours feels nonexistent
  • What to tell yourself when everyone else seems “ahead”
  • Navigating rock bottom and finding your footing again
  • Getting off the comparison train
  • Letting go of the need to be liked by everyone
  • Embracing the freedom of your 20s — single OR partnered

An oldie, a goodie, and your reminder to stop measuring your life against everyone else’s


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