161. What Starting A Healthy Relationship Actually Looks Like (After 4 Years Single) w/ Ali Jackson

161. What Starting A Healthy Relationship Actually Looks Like (After 4 Years Single) w/ Ali Jackson

In this episode, Ali Jackson of Finding Mr. Height (one of my favorite dating podcasts) is back on the pod to talk about how she met her current boyfriend just days after we recorded our first episode together in 2024. Ali gets into meeting her boyfriend in person, managing anxiety while getting into a new relationship, how she knew she wanted to commit and how she had the "define the relationship" conversation. We also get into dating outside your type, making the first move and why being yourself (even if you're awkward) is always the best move. At the end, Ali shares advice for IRL dating. This episode is packed with advice and will inspire you to keep going, even if you've been dating for a long time.


Listen to our first episode together (one of my top five episodes from 2024)


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239. Singles Events, Setups & Lessons From Vetting 800 Men w/ Alli Goldberg

239. Singles Events, Setups & Lessons From Vetting 800 Men w/ Alli Goldberg

Alli Goldberg (back for round 2!) is the creator and host of Love Isn't Blind, the live dating show where the men can't speak, and she's now hosted nearly 100 shows across 10 cities. That means she's ...

20 Helmi 49min

238. When to Say "I Love You" (And Should You Say It First?)

238. When to Say "I Love You" (And Should You Say It First?)

I'm sharing my experiences with saying "I love you" for the first time, from awkwardly blurting it out in a noisy subway station to intentionally saying it over the phone. I'm covering the signs you'r...

17 Helmi 26min

237. Surviving the Worst Parts of Dating w/ Rory Uphold

237. Surviving the Worst Parts of Dating w/ Rory Uphold

I'm chatting with Rory Uphold, a writer and the author of The Final Girl's Guide to the Horrors of Dating, a book that uses the horror movie framework to help people navigate modern dating. We're disc...

13 Helmi 57min

236. When to Move In (And What No One Tells You About Living Together)

236. When to Move In (And What No One Tells You About Living Together)

You know you want to be with your partner for a long time, but how do you know when to move in? Today I'm sharing everything I've learned about moving in with a partner, from knowing when you're ready...

10 Helmi 34min

235. Dating Red Flags That Predict Domestic Inequity w/ Laura Danger

235. Dating Red Flags That Predict Domestic Inequity w/ Laura Danger

Author and educator Laura Danger (@thatdarnchat) brought weaponized incompetence and the nag paradox into the mainstream, and today she's here to talk about how these dynamics can show up way before y...

6 Helmi 53min

234. "His Best Friend Is A Woman. Is That A Red Flag?"

234. "His Best Friend Is A Woman. Is That A Red Flag?"

Feeling uneasy about your partner's friendship with someone of the opposite sex? You're not alone. In this episode, I'm breaking down what that jealousy actually means, when it's a you problem vs. a r...

3 Helmi 24min

233. Why You Obsess Over Someone You Barely Know w/ Sabrina Bendory

233. Why You Obsess Over Someone You Barely Know w/ Sabrina Bendory

Sabrina Bendory, author of Detached: How to Let Go, Heal and Become Irresistible, joins me to break down what detached dating actually means (hint: it's not about not caring). We get into why you keep...

30 Tammi 56min

232. Are You Staying for the Right Reasons? (Dating Dilemmas)

232. Are You Staying for the Right Reasons? (Dating Dilemmas)

I'm answering four real dating dilemmas from listeners stuck on whether to stay or leave a relationship. I get into how to end a medium-term relationship, what to do when you've been on the fence for ...

27 Tammi 34min

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