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.
Send us Fan Mail I’ve been feeling really overwhelmed lately—and I think a lot of it has to do with how much my life has changed since I started this podcast. When I first started Cai Society, I was in a completely different place. I was living at home, single, and honestly just trying to rebuild after a failed engagement. And now… my life looks really different. I’m living on my own, I’m in a relationship, and I’m navigating a version of life I haven’t fully caught up to ye...
17 Mar 2026
I Asked About Teeth Whitening. She Suggested I Change My Personality.
Send a text I went to the dentist for one simple thing: teeth whitening. Instead, I left with a lifestyle critique. In this episode, I talk about the moment my dentist suggested drinking less coffee, why that felt personally offensive, and the universal frustration of being told the solution to our problems is… changing our habits. Cai Society is a weekly podcast about navigating your 30s with humor, honesty, and zero pressure to have it all figured out. Follow the show so new ep...
3 Mar 2026
Choosing Rest in a Busy Season
Send a text After moving across states this weekend, I chose rest over rushing. If you’re in a busy season too, this short episode is your reminder: sustainability matters more than streaks. Cai Society is a weekly podcast about navigating your 30s with humor, honesty, and zero pressure to have it all figured out. Follow the show so new episodes land automatically — because remembering things is hard.
24 Feb 2026
Making Space for Art & Silence: Prioritizing Peace in Your 30s with Sean Matthew Whiteford
Send a text For the first time ever, Cai Society has a guest — and this conversation felt like the right one to start with. This week, I’m joined by Sean Matthew Whiteford: performer, producer, vocal coach, and composer with over 20 years in the creative world. From starring in Rock of Ages and Jesus Christ Superstar to writing the book, music, and lyrics for I Was a Teenage She-Devil (opening at The Other Palace in London this April), Sean has built a dynamic career in performance. But...
17 Feb 2026
The Midwinter Launch
Send a text It’s mid-February. The holidays are behind us, your New Year’s resolutions might already be wobbling, and life can start to feel like it’s on autopilot. But here’s the truth: this moment is still a powerful launch point for the rest of your year. In this episode of Cai Society, we break down how to turn “mid-winter energy” into real momentum. We’re talking micro-habits, bold experiments, mindset shifts, and how to stop waiting for the perfect time to start. ...
10 Feb 2026
The Love Leap
Send a text Valentine’s Week is here—and instead of focusing on pressure, perfection, or performative romance, this episode is about something way more powerful: courageous connection. In The Love Leap, we reframe Valentine’s energy into an invitation to be bold with your heart. Whether that means asking someone out, reaching out to a friend, or finally giving yourself the care you keep putting off, this episode is all about action over perfection. You’ll hear about: • How to rede...
3 Feb 2026
A Voice Note to You: January Reflections & February Energy
Send a text In this episode of Cai Society, I’m doing a real-time life debrief. We’re talking January, graduating with my undergrad, preparing to move back to the Northeast, and what it feels like to close one chapter and step into another without a clear plan. This is a lighter, more personal check-in after a heavy couple of episodes — no advice, no formulas, just honesty, gratitude, and where my life actually is right now. Thanks for being here while I figure it out. Cai Society is a weekly...
27 Jan 2026
Dating in Your 30s: Leaving the Past in the Past
Send a text 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 ...
20 Jan 2026
Money in Your 30s: Shame, Stress, and Stability
Send a text Let’s talk about money. The real version — not the girlboss version, not the finance-bro version, but the emotional, messy, honest one. In this episode, I open up about money in your 30s: the shame, the stress, the comparison trap, and the quiet fear that you should be “better by now.” I share my own relationship with budgeting, debt, career instability, and the pressure I’ve felt to look like I have everything under control — even when I didn’t. We talk about: • Why m...
13 Jan 2026
Friendships in Your 30s: What Stays, What Shifts, and What Matters
Send a text Friendships in your 30s look different — but they can also feel deeper and more meaningful. In this episode of Cai Society, we talk about how adult friendships evolve, changing dynamics, and building strong, lasting connections as life gets busier. If you’re navigating friendships in your 30s, this conversation is for you. Cai Society is a weekly podcast about navigating your 30s with humor, honesty, and zero pressure to have it all figured out. Follow the show so new episodes la...
6 Jan 2026
The Reinvention Era
Send a text Starting over isn’t always a bold, empowering choice — sometimes it’s something that happens to you. In the first full episode of Cai Society, I talk about what it really feels like to start over in your 30s when a job ends, a relationship shifts, or a version of your life no longer fits. I share my own experience ending an engagement, stepping away from a performing career, going back to college, and navigating the emotional and financial uncertainty that followed. This epi...
30 Dec 2025
Welcome to the Society
Send a text Welcome to Cai Society 🤍 In this first mini episode, I’m introducing the podcast, the chaos, and the very real reason this show exists. If you’re in your 30s (or emotionally in your 30s) and realizing this decade is… not exactly what we were promised, you’re in the right place. I talk about starting over, hitting a personal rock bottom, and how one of the hardest years of my life somehow turned into me becoming a podcast host. This episode is about reinvention — career...
30 Dec 2025
The Scariest Parts of Your 30s
Send a text Let’s talk about the parts of your 30s that no one warned us about — the ones that quietly sneak up on you and make you say, wait…is this normal? In this mini episode, I’m talking about all the things that somehow surprise us anyway: your body breaking down without warning, friendships shifting instead of disappearing, group chats turning into emotional support hotlines, and why scheduling plans now requires a Google calendar and at least one reschedule. We get into dating (which ...
30 Dec 2025
Plot Twist—My 30s Didn't Read the Script
Send a text So…remember the life plan we all made in our teens and 20s? Yeah. Turns out our 30s did not get the memo. In this mini episode, I talk about how I fully expected to be married with kids by 28 — and how life took one look at that plan and said, “Cute. Let’s do something completely different.” From choosing a non-traditional path, traveling and performing for years, to realizing I somehow went from “first to get married” to “last on the list,” this episode is about...
16 Dec 2025
Cai Society - Official Trailer
Send a text Your 30s are a weird mix of growth, grief, glow-ups, and Googling “is this normal?” Cai Society is a podcast for anyone navigating the messy, hilarious, and unexpectedly humbling reality of your 30s — especially if you’re starting over and pretending you’re fine about it. Each week, we talk honestly (and humorously) about: Reinventing yourself Friendships that change shapeDating, money, career pivots, and identity crisesCrying in public and calling it character developmentNo ...
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