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
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