First Round's on Me

In this episode of First Round’s On Me, we sit down with Jenny Gorelick — comedian, writer, and two-time Emmy-nominated producer — for a conversation that blends comedy, dating, fear, and emotional honesty in a way only a comic can.Jenny opens up about what’s actually changed for women in comedy (and what hasn’t), how she creates a sense of belonging in New York rooms, and why comedy is one of the hardest art forms in the world to ...

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 n...

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 dar...

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 ...

In this episode of First Round’s On Me, Hannah sits down one-on-one with Tracy Sokat — dancer, content creator, founding trainer at Housework, and co-host of Fit Happens — for a deep, vulnerable conversation about fitness, confidence, body image, GLP-1 culture, and what it actually means to feel good in your skin.Tracy opens up about her journey from dance to teaching, the power of movement as community, and why fitness is just as ...

In this episode of First Round’s On Me, we sit down with Chloé Hurst — actress, writer, and global creative whose story moves between continents and cultures.From growing up in Australia to working in New York, Chloé opens up about the beauty and heartbreak of living between two worlds — what it means to belong everywhere and nowhere at once. We talk about love, curiosity, connection, and how creativity and courage shape who we bec...

In this episode of First Round’s On Me, we sit down with Christina Harris — creator, coach, and host of Gin and Toxic. With over a million followers across platforms, Christina gets real about growing up online, finding purpose beyond social media, and why she walked away from being “the casual sex girl.”We dive deep into burnout, boundaries, self-worth, and what it means to rebuild identity after living your life in the public eye...

In this episode of First Round’s On Me, Joey and Hannah get real about the grind, ambition, and the balance between love and obsession while building a company and a family.From viral motivational reels to the darkest days of entrepreneurship, they explore what it means to sacrifice comfort for purpose — and why most people quit right before their breakthrough. This episode dives into how social media can both inspire and destroy, ...

In this episode of First Round’s On Me, we sit down with Tyler Jackowski — better known online as Fishing for Clout — a Boston-bred teacher turned viral storyteller who’s built one of the most positive corners of the internet.Tyler opens up about his journey from classroom chaos to content creation, what teaching taught him about empathy, and how he’s redefining what it means to connect online. We talk about the Boston vs LA mindse...

In this unfiltered episode of First Round’s On Me, we sit down with Morgan Cohen — model, storyteller, and unapologetically real voice for a generation learning to love out loud.From heartbreak to healing, Morgan opens up about moving to New York after a devastating breakup, rebuilding her identity, and finding community in vulnerability. We talk about depression, self-discovery, the double-edged sword of social media, cancel cultu...

In this raw and unfiltered episode of First Round’s On Me, we turn the mic inward. No guests. No filters. Just the team — Our CMO Vicki and Marketing Intern Scott ask the questions, a brutally honest look at what it’s really like to run a business with your spouse while raising a family and chasing a vision bigger than both of you.From late-night fundraise stress to blurred boundaries between marriage and entrepreneurship, this con...

In this intimate episode of First Round’s On Me, we get personal about the “fourth trimester” — the whirlwind weeks after becoming parents. From postpartum identity shifts and relationship dynamics to raising a son in today’s cultural climate, this conversation is honest, emotional, and raw.We unpack the unspoken truths of childbirth, the unexpected slow burn of bonding, shifting gender roles, and the vulnerability of new parenthoo...

In this episode of First Round’s On Me, we unpack the lost art of making and keeping friendships in adulthood. From the three people everyone needs in their life — the Anchor, the Expander, and the Mirror — to why adult friendships feel harder than dating, we explore how connection has shifted in the age of social media.We talk about connection fatigue vs. connection famine, why the disappearance of “third spaces” (cafes, bars, com...

In this episode we open up about the reality of love, marriage, and friendship while raising a newborn and running companies. From the myth of balance to why you should never stop dating your partner, we dive into love languages, conflict, attraction, and the importance of intentional friendships.

We get raw about postpartum struggles, resentment, and how the smallest moments can build intimacy. Plus, we explore why dating your frie...

Welcome back to another episode of First Round’s on Me, a First Round’s On Media Production. Today we’re shaking things up and diving into the wild world of dating theories, because let’s be real, modern dating sometimes feels like it needs a user manual. And who better to helps us decode it all than Sydney Meister, associate lifestyle editor of PureWow and cohost of Cupid’s Corner, where she turns hours of research into digestible...

In this episode of First Rounds On Me, we welcome back the incredible Erica Ettin—dating coach, founder of A Little Nudge, and the ultimate myth-buster of modern love. Known for her fearless takedowns of bad dating advice and no-nonsense approach to finding connection, Erica joins us to answer the internet’s burning questions about dating apps, confidence, first impressions, and communication.From the biggest mistakes people make o...

Today’s episode is one you won’t want to miss, as we are joined by the renowned Dr. Sophie Keller, PhD—psychologist, author, and expert in positive psychology. With over two decades of experience helping individuals and organizations cultivate happiness and well-being, Dr. Keller has dedicated her career to unlocking the keys to a happier, healthier life.In this episode, we’ll explore the fascinating intersection of modern dating, ...

Are we finding love or just finding the ick? 👀In this episode of First Rounds On Me (a First Round’s On Me production), we dive into the dating myths and modern theories that are shaking up today’s relationships. From emotional “exit ramps” to the rise of the “wife drought,” we ask the hard questions:Why do people chase the ick instead of leaning into connection?Are women’s expanding options redefining what partnership means?Is be...

Welcome back to First Round’s On Me! Today, we’re thrilled to welcome a true queen of dating advice, the incredible Ali Jackson! As the co-host of the wildly popular podcast Finding Mr. Height, Ali has been guiding listeners through the ups and downs of modern dating, offering advice that’s equal parts insightful, honest, and empowering.Today, we’ll be diving into Ali’s best first date tips, how to prepare for a date, and what to d...