265. Dating Advice We Wish We'd Taken Sooner ft. Ilana Dunn
Finding Mr. Height: The Podcast
Ali Jackson
3.9 • 712 Ratings
🗓️ 16 March 2026
⏱️ 70 minutes
🧾️ Download transcript
Summary
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.
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.
Ask questions, make a Storytime submission, or give feedback here: https://tinyurl.com/fmhpodqs
If you'd like to hear Ali’s personal updates before everyone else as well as exclusive episodes every week, ad-free listening, monthly lives, and more…join FMH on Patreon: www.patreon.com/findingmrheight .
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Transcript
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| 0:00.0 | Even if we're not sitting there saying, like, please, please, please, pick me, stay with me, pick me, pick me, choose me, love me. |
| 0:06.6 | Like, there are other ways that you're showing it. |
| 0:08.5 | Yeah. |
| 0:08.8 | And she saw my early stages with Jake. |
| 0:12.2 | And she knew she was like, yeah, this is going to stick because I wasn't doing any of these things. |
| 0:28.9 | Yeah. doing any of these things. Hello and welcome to another episode of Finding Mr. Hide the podcast. |
| 0:31.7 | I am your host, Allie Jackson, and I am bringing you my positive and practical approach |
| 0:35.2 | to dating relationships and a whole lot else about life brought to you from my experience. Thank you for being here. As always, I am so excited for this |
| 0:44.8 | week's episode. It features my friend and friend of the pod, Alana Dunn. She is the host of seeing |
| 0:50.7 | other people, dating podcasts that you've probably heard of. If you are familiar with the dating podcast space, her podcast is amazing. |
| 0:57.8 | She hosted by herself and then also has introduced recently another weekly segment or |
| 1:02.9 | like weekly episode that she does with her husband Jake called co-hosts for Life, |
| 1:06.7 | which is just such a cute name. |
| 1:08.3 | And she actually does three episodes a week. |
| 1:09.9 | She also does like a listener story time every single week. She's a wild amount of content. I'm so impressed by her. |
| 1:16.2 | But I always love talking to her and I listen to her podcast. And on a recent solo episode, |
| 1:21.0 | she did one about advice, dating advice specifically, that she wishes she had taken sooner or that |
| 1:27.1 | she never took it all |
| 1:27.9 | in regrets. And it was a really interesting concept. And we've been meaning to do a pod swap again |
| 1:32.6 | for quite a while. And so I suggested that topic and kind of bring our own perspectives together. |
| 1:38.7 | I also reached out to you, the listeners on my Instagram story and got some great input. And so it's a |
| 1:44.1 | super fun conversation. And I'm |
... |
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