30, Single, and Happier Than Ever
Seeing Other People
Ilana Dunn
4.5 • 608 Ratings
🗓️ 12 May 2026
⏱️ 56 minutes
🧾️ Download transcript
Summary
This week, I’m joined by content creator Annie Jorgensen to talk about what really shifts when you turn 30 and stop looking for someone to complete you. From a major heartbreak (with a cheating ex who had already bought a ring) while all her friends were getting engaged, to rebuilding her confidence and completely changing how she dates, Annie shares how she went from dating for validation to actually asking, “do I even like them?”. We get into letting go of timelines, solo travel, dating apps vs real life, and why being single isn’t being behind — it’s just not settling.
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Transcript
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| 0:00.0 | Annie Jorgensen, welcome to seeing other people. |
| 0:05.4 | Hi, thanks for having me. |
| 0:06.4 | I'm so excited to be here. |
| 0:07.3 | I'm so excited to have you. |
| 0:08.6 | And I feel like you're one of those people where like, I know you. |
| 0:13.6 | And I know we've been in the same room before. |
| 0:17.5 | And I've followed you for so long. |
| 0:19.6 | And for some reason, this is our first time actually |
| 0:23.4 | sitting down together. It really is mind blowing because I feel like I know you too. Yeah. And |
| 0:27.6 | we walked in and it's like it's like running into an old friend. Exactly. So I'm excited to |
| 0:31.5 | really dive in today and see what comes out. There's so much to talk about. Where would you say you are at in your life right now, |
| 0:42.8 | for those who don't know you? In my life right now, I am, I would say freshly 30. I turned 30 in |
| 0:48.4 | November, but I would say I'm in the prime of my life right now. I am self-employed. I'm a content |
| 0:53.7 | creator and do freelance |
| 0:54.7 | influencer marketing strategy. And so I've been doing this for three years full time and I feel |
| 0:59.8 | like I'm finally hitting my stride where I can feel more confident taking a little risk or |
| 1:04.0 | betting on myself a little bit more. I'm single and so I'm in the dating space. But there's something |
| 1:09.3 | that happens when you turn 30 that either clicks or turns off in your brain. And now I'm in the dating space, but there's something that happens when you turn 30 that |
| 1:11.2 | either clicks or turns off in your brain. And now I'm finally dating people for me, if that makes |
| 1:17.6 | sense. Like I care more about if I like the person I'm dating rather than if they like me. And it's |
| 1:22.6 | such a freeing thing that you hear so much on the internet, but when it clicks, it clicks. And so I just feel so |
| 1:28.3 | much more grounded in who I am right now, which has been really fun. I've been traveling a lot more |
... |
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