Lo On The Go with Lo Bosworth

Dating Advice for Women in Their 30s (That Actually Helps) | Modern Dating, Healthy Relationships & Sober Curiosity with Anna Kai


Listen Later

Lo takes a wellness walk with content creator and podcast host Anna Kai through Midtown Manhattan — revisiting the very spot where Anna met her husband.

In this episode, Lo and Anna talk love, dating, and what it really takes to build a relationship that lasts. They share personal stories on setting boundaries, sobriety, and how confidence is the true key to romantic (and personal) success — with plenty of laughs and unfiltered wisdom along the way.

 

Key Takeaways:

1. Why self-confidence comes before a healthy relationship

2. The truth about ghosting, dating apps, and “the chase”

3. Sober curiosity and how drinking less changed their lives

4. How Anna went viral in her 30s and built a thriving media career

6. Real talk on modern relationships, red flags, and trusting your gut

 

Chapters:

00:00 – Welcome to Lo On The Go

01:10 – Anna’s love story: From dating apps to marriage

04:30 – When it’s comfort, not butterflies

08:00 – Sober curiosity & the mocktail movement

11:30 – Dating while exhausted & the myth of the spark

17:00 – Why Midtown still has magic

20:00 – Lo’s engagement & dating confidence in your 30s

25:00 – Myth or Truth: Ghosting, exes, and the chase

36:00 – Anna’s rise to podcast fame & finding your voice

40:00 – Final thoughts on love, confidence & showing up

...more
View all episodesView all episodes
Download on the App Store

Lo On The Go with Lo BosworthBy Love Wellness

  • 4.7
  • 4.7
  • 4.7
  • 4.7
  • 4.7

4.7

27 ratings


More shows like Lo On The Go with Lo Bosworth

View all
The Skinny Confidential Him & Her Show by Lauryn Bosstick & Michael Bosstick / Dear Media

The Skinny Confidential Him & Her Show

14,912 Listeners

Off The Vine with Kaitlyn Bristowe by PodcastOne

Off The Vine with Kaitlyn Bristowe

21,724 Listeners

We Met At Acme by Dear Media, Lindsey Metselaar

We Met At Acme

2,422 Listeners

The Liz Moody Podcast by Liz Moody

The Liz Moody Podcast

3,065 Listeners

Not Skinny But Not Fat by Dear Media, Amanda Hirsch

Not Skinny But Not Fat

6,132 Listeners

Conversations with Cam by Dear Media

Conversations with Cam

1,572 Listeners

With Whit by Dear Media, Whitney Port

With Whit

1,320 Listeners

Trading Secrets by Audioboom Studios

Trading Secrets

5,796 Listeners

It's Me, Tinx by Tinx

It's Me, Tinx

4,139 Listeners

The Everygirl Podcast by The Everygirl Media Group

The Everygirl Podcast

316 Listeners

Barely Filtered by Dear Media

Barely Filtered

358 Listeners

Let's Be Honest with Kristin Cavallari by Dear Media

Let's Be Honest with Kristin Cavallari

3,399 Listeners

Khloé in Wonder Land by Khloé Kardashian

Khloé in Wonder Land

2,647 Listeners

Hot Smart Rich by Maggie Sellers

Hot Smart Rich

69 Listeners

The Burnouts with Phoebe & Sophia by Phoebe Gates & Sophia Kianni

The Burnouts with Phoebe & Sophia

53 Listeners