265. Dating Advice We Wish We'd Taken Sooner ft. Ilana Dunn

Ali sits down with Ilana Dunn, host of Seeing Other People, for a conversation about the dating advice they both either ignored in the past or wish they’d taken sooner. They dig into the patterns that kept them stuck longer than necessary: from ignoring gut feelings and making excuses for bad behavior, to chasing potential over reality and performing chill they never actually felt. Listener submissions are woven throughout, and the conversation gets personal fast: secret relationships, toxic situationships, unreliable narrators, and the moment things finally felt different with the right person.

In Updates, Ali reflects on a last-minute girls trip to Miami and shares a media mention - "The Friend Group Fallacy" from The Atlantic - written for anyone who has ever felt left out for not having a tight-knit crew of adult friends.

Article linked here

Where to find Ilana: On Instagram @seeingotherpeople, on TikTok @ilana.dunn, and on her podcast Seeing Other People.

Timestamps: Ilana joins us at around minute 24.

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