In this episode of First Round’s On Me, we sit down with Megan Boni — comedian, viral creator, and the woman behind one of the internet’s most iconic moments: “I’m looking for a man in finance…”Megan opens up about what virality actually feels like, the weirdness of being recognized in real life, and how parasocial love differs from real support and friendship. We talk about creativity sparked in the most random moments, turning lightning-in-a-bottle internet fame into real opportunities, and why authenticity beats curated perfection every time.She also shares her pivot from corporate life to content creation, working with artists like David Guetta, navigating sudden internet fame, and her dreams of breaking into comedy and acting.From sports debates and dating preferences to the pressure of going viral twice, this episode is funny, honest, and a behind-the-scenes look at what it really means to blow up online — and stay true to yourself after.💬 In the comments: Do you think going viral helps creators — or puts too much pressure on them?00:00 – Megan Boni joins the show & viral fame02:00 – Parasocial love vs real support04:00 – The “man in finance” moment explained06:30 – Creativity, weed & lightning-in-a-bottle ideas09:00 – Dating preferences & funny red flags12:00 – Moving to NYC & early career struggles14:00 – Corporate life → content creator pivot16:30 – Working with DJs & music opportunities19:00 – Fan reactions & being recognized in public22:00 – Trying to strike viral gold again24:30 – Authenticity vs internet performance culture27:00 – Comedy dreams, acting & fear of stand-up30:00 – Influencers vs creators: what Megan wants long-term32:30 – Rapid-fire fun questions & pop culture34:00 – Final thoughts & where to find Megan

In this episode of First Round’s On Me, we sit down with Jade Shenker — celebrity power broker, luxury real estate expert, and breakout star of Netflix’s Owning Manhattan.Jade opens up about navigating a male-dominated industry, building trust in high-stakes real estate, and what reality TV gets right (and wrong) about luxury life in New York City. We talk about how editing shapes perception, the difference between Owning Manhattan and shows like Selling Sunset, and what it’s really like working inside a global brokerage machine.The conversation expands into the NYC housing crisis, why relationships matter more than transactions, how neighborhoods reflect personality, and why New York remains one of the most magnetic cities in the world — chaos, ambition, beauty, and all.Jade also shares unforgettable New York stories, lessons on boundaries and self-respect, and how standing up for yourself can completely change your career and confidence.💬 In the comments: Would you ever live in New York — or is it too chaotic for you?00:00 – Meet Jade Shenker & life on Owning Manhattan02:00 – Real estate background: finance vs traditional agents04:30 – Being a woman in a male-dominated industry06:30 – Reality TV vs real life: authenticity vs drama09:00 – How production edits shape perception12:00 – Trust, relationships & long-term clients15:00 – The NYC housing crisis & shifting neighborhoods18:30 – Selling New York to outsiders: chaos vs magic22:00 – Why people fall in love with the city24:30 – Iconic New York nights & unforgettable stories27:00 – Chosen family, friendships & community31:00 – Dating & relationships as a New York metaphor33:30 – Couples, power dynamics & decision making36:30 – Neighborhood personalities & emotional energy40:00 – Boundaries, confidence & personal growth44:00 – Lessons from reality TV & public feedback47:00 – Final thoughts & where to find Jade

In this episode of First Round’s On Me, we sit down with Lindsey Simcik — writer, mother, wife, and co-host of the global podcast phenomenon Almost 30 — for a powerful conversation about the “in-between seasons” of life: the moments where you don’t feel like yourself anymore, but you’re not quite sure who you’re becoming next.Lindsey opens up about building Almost 30 from a closet floor, why authenticity is the only thing that truly creates connection, and how so many people today are living in a constant state of performance — chasing validation, comparison, followers, and approval.We dive into anxiety as a messenger (not a monster), identity shifts through motherhood, resentment and guilt in early parenting, and the “unsexy” conversations that actually make relationships stronger, healthier, and yes… even sexier.This episode is honest, deeply grounding, and one of those conversations that makes you feel less alone — in your relationship, your parenting journey, your anxiety, and your becoming.💬 In the comments: What’s one “in-between season” you’re currently moving through?00:00 – Lindsey Simcik joins the show (Almost 30)02:50 – “What would you do if you had nothing to prove?”04:35 – Almost 30 started on a closet floor07:10 – Authenticity vs performance culture13:20 – Emotional communication in relationships19:10 – Motherhood myths, resentment & identity shifts26:10 – Fitness, self-care & parenting seasons30:10 – Forecasting your week (and planning intimacy)33:00 – Anxiety: label vs deeper meaning37:10 – Social media, kids & the next generation42:10 – Presence, phones & attention collapse45:20 – The season you’re in isn’t permanent48:00 – Closing thoughts & where to find Lindsey