In this special holiday episode of First Round’s On Me, Joey and Hannah talk about the side of the holidays that rarely makes it into movies or Instagram posts — the heaviness, the distance, the awkward questions, and the quiet loneliness so many people feel this time of year.They open up about fractured family dynamics, spending Christmas alone, navigating intrusive questions about marriage and children, and the grief that comes not from loss — but from disconnection. This conversation is for anyone who doesn’t feel at home during the holidays, anyone returning to complicated family environments, and anyone trying to protect their peace while still craving connection.The episode explores how to set boundaries without blowing things up, why lowering expectations can save your mental health, and how chosen family can be just as meaningful as the family you’re born into. They also talk about creating new traditions, being vulnerable enough to ask for connection, and finding ways to make the holidays meaningful — even if they don’t look “perfect.”If the season feels heavy, this episode is here to remind you: you’re not broken, you’re not alone, and you’re allowed to do the holidays your own way.💬 In the comments: How do the holidays really feel for you this year?00:00 – Holiday pressure & intrusive family questions01:00 – Why the holidays are hard for so many people 03:00 – Different relationships with family & Christmas05:30 – Growing up with big family traditions07:00 – Spending Christmas alone & creating new traditions09:00 – Reframing loneliness during the holidays11:00 – Going home to difficult family dynamics13:00 – Boundaries vs. keeping the peace15:00 – Lowering expectations to protect your mental health17:00 – Chosen family & adult connection19:00 – Being vulnerable & asking for connection21:00 – Using FROME to meet friends, not just dates23:00 – Small gestures that create meaningful memories25:00 – Being present with parents & grandparents27:00 – Creating new traditions with your own family28:00 – Final reflections & holiday message

In this episode of First Round’s On Me, Hannah sits down with Lily Stewart — creator, style muse, “walking Pinterest board,” and one half of the internet’s most wholesome roommate duo.From NYC nightlife to the Soft Girl era, performative vulnerability, modern dating dynamics, and the chaos of Gen Alpha memes, this conversation is funny, warm, and surprisingly introspective. Lily opens up about friendship loyalty (including that dartboard incident), leaving the 9–5 world, building community, chasing creative freedom, and why confidence in dating is disappearing.The episode also dives deep into the “soft era of men,” performative therapy culture, emotional intelligence, parasocial relationships, and why—despite everything—real connection still matters more than ever.💬 In the comments: Are men really in their “soft era,” or is it just social-media performance?00:00 – Meet Lily Stewart & NYC creative life01:00 – Music taste, nostalgia & personality03:30 – Dating red flags & the dartboard story07:00 – Career pivots: leaving 9–5 for creativity10:00 – Entrepreneurship vs corporate life12:00 – Freedom, fulfillment & taking risks14:30 – Building community & true support17:00 – Social media: connection vs burnout20:00 – Parasocial dynamics & craving IRL community23:00 – Modern dating struggles & overthinking25:30 – Men’s “soft era” & performative vulnerability28:00 – Approaching people in public: why confidence is disappearing31:00 – Emotional intelligence, therapy culture & accountability34:00 – What women actually want: honesty, strength & maturity37:00 – Ending situationships respectfully40:00 – Lily’s next chapter & Freeform Studio42:00 – Outro

In this deeply honest episode of First Round’s On Me, Joey and Hannah unpack something almost every couple experiences — but very few talk about out loud: the six stages of marriage.From the fantasy phase to the frustration phase, from questioning everything to choosing each other again, this conversation is raw, vulnerable, and full of real-life moments that every long-term couple will recognize.They dive into postpartum identity shifts, sleep deprivation, resentment, rebuilding intimacy, rediscovering attraction, the danger of complacency, and what it means to truly choose your partner every single day.It’s an episode about love that evolves, grows, breaks, heals, and strengthens — not the fairytale version, but the real one.💬 In the comments: Which stage do you think most couples get stuck in?00:00 – “Will we ever be attracted to each other again?” 00:14 – The six stages of marriage01:16 – Sick babies, sleep regression & surviving together02:25 – “Is this normal?” — the moments every couple questions03:24 – Stage 1: The fantasy / honeymoon phase05:56 – Stage 2: The reality check07:48 – Moving in, masks off & unfiltered truth09:50 – Stage 3: Frustration — “Did I choose the right person?”12:45 – How long this stage lasts (and why many couples break here)14:18 – Missing your old life vs wanting the life you have16:26 – Repetition, resentment & learning not to spiral17:47 – Rediscovering yourself + rebuilding attraction18:49 – Stage 4: The growth phase19:31 – Choosing each other and choosing yourself20:36 – Postpartum bodies, confidence & honesty21:54 – “Are we still attracted to each other?”22:13 – Complacency kills everything23:13 – Stage 5: True love — bonded through storms24:35 – Seeing each other at your worst & still choosing to stay26:39 – Stage 6: The legacy phase — love that inspires27:46 – Marriage, family & the future you’re building29:24 – What people forget about growing old alone30:16 – What legacy do you want to leave?31:29 – Final thoughts & outro