Cai Society
Cai Society is a podcast for anyone navigating the messy, hilarious, and unexpectedly humbling reality of your 30s, exploring what it really feels like to start over with equal parts humor and vulnerability.
Cai Society
Dating in Your 30s: Leaving the Past in the Past
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Dating in your 30s hits different.
There’s more self-awareness… and a lot more emotional baggage.
In this episode, I talk about breaking off an engagement, trying (and failing) to rekindle a relationship from my COVID era, and the mindset shift that finally helped me move forward: don’t hold onto people just because you have history together.
I share why I re-recorded this episode to keep it honest but intentional, what I’m learning about dating with boundaries, and how I’m opening myself up to something new without putting all my eggs in one basket.
We talk about fear, hope, red flags, growth, and why leaving your past in the past is sometimes the most powerful form of self-respect.
If you’re dating, healing, or starting over in your 30s — this one’s for you.
Welcome to Cai Society. 🎧💫
Cai Society is a weekly podcast about navigating your 30s with humor, honesty, and zero pressure to have it all figured out.
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