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The Scaries with Matty Rossi

The Scaries with Matty Rossi
Author: Matty Rossi
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© Matty Rossi
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The Scaries with Matty Rossi is your go-to podcast for debriefing the weekend and shaking off The Scaries. Each week, listeners submit their funniest, messiest, and craziest stories or questions—whether it’s cringe-worthy confessions, relationship drama, or career chaos. Matt blends comedy with real talk, offering helpful (and hilarious) advice to remind you it could always be worse. It’s the perfect mix of laughs and life lessons to cure your Scaries - no prescription required. Want to submit your own Scaries? Email us anonymously at thescariespod@gmail.com. New episodes Sunday @ 12pm!
25 Episodes
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In the Season One finale, Matt unpacks what it really means to start over—moving to a new city, navigating breakups and open relationships, and finding comfort in your own company. From adjusting to life post-move in NYC to embracing independence, he shares the lessons and mindset shifts that have shaped this chapter. Plus, a look ahead at what’s coming for Season Two of The Scaries Podcast.
The Batchelder Brothers (Chad and Sammy) join Matt on the couch for an unhinged mix of dating disasters, family confessions, and career chaos. Together they tackle Scaries like: a date having a heart attack, accidentally sending a nude to the family group chat, an ex getting a face tattoo after a breakup, and the ultimate debate—eating ass on the first date. Plus, they open up about how growing up with sisters shaped them, share job interview advice, and even weigh in on what happens when your boss ends up pregnant.
Who said dating has to be scary? This episode comes straight from the Banners Bachelor singles event, where the drinks were flowing, the crowd was buzzing, and love (or at least situationships) was in the air. Guests from the audience share their Sunday Scaries—ranging from awkward hookups to growing up in a cult—and help prove that no topic is off limits. It’s your all-access pass to the chaos, laughs, and romance of Boston’s most unforgettable singles night.
In this episode, Matt shares the story of how he went from being the son of first-generation Italian immigrants—both entrepreneurs themselves—to carving his own path from a top university into a corporate career at PepsiCo. Along the way, he learned the ins and outs of brand management and intrapreneurship inside Fortune 500 companies, but something was missing.Matt opens up about how starting a side hustle alongside his 9-to-5 turned into the spark that changed everything, eventually giving him the confidence to quit his job and pursue social media and podcasting full time. He also reflects on how his coming-out journey intersected with finding passion and purpose, and why building a career around what you love, what you’re good at, and what financially sustains you is the ultimate form of freedom.Whether you’re feeling stuck in your job, dreaming about your own side hustle, or searching for work that truly fulfills you, this episode is packed with inspiration and practical takeaways to help you take the leap.
This week’s episode is extra sweaty—recorded live at Ritual Social Wellness Club. Four guests pulled straight from the crowd join in to share their Sunday Scaries and help answer them. From two-year-long situationships to boyfriends with tragic guitar obsessions to men peeing the bed after a hookup, nothing is off-limits. Plus, a look at Ritual as a sweaty, healthier alternative to meeting people at the club. Hydrate for this one—you’ll need it.
In this milestone 20th episode, Matt reflects on the past six months of The Scaries podcast and shares how social media played a pivotal role in his coming out journey. He recounts the first person he ever came out to, the moment he downloaded Grindr for the first time, and how that led to an avalanche of positive life changes. Plus, he talks about his upcoming move to New York City—why he's making the leap and what this next chapter means. Tune in for real talk, personal reflections, and a look at the exciting changes ahead.
This week, Matt is joined by Dancing with the Stars pro and TikTok sensation Ezra Sosa for a conversation that twirls between heartfelt and hilarious. Ezra opens up about coming out to a deeply religious family, growing up Mormon, and finding freedom through dance. They dive into ballroom drama, showmances, the icks only dancers understand, and the power of embracing your truth. Plus, Matt finally learns how to salsa (kind of).
Matt hosts the first-ever Scaries live show at The Tall Ship in Boston with The Handle Bar—and the chaos did not disappoint. With help from his childhood bestie (🌹), he dives into your wildest dating and situationship questions in real time. From hot takes to honest advice, no question was off limits. Plus, some hilarious crowd stories and spontaneous submissions.
Matt is joined by Boston-based content creator Narcolepsy Betsy to talk all things dating — from falling for your best friend to navigating the chaos of Boston situationships. They swap unfiltered stories, break down the red (and beige) flags, and announce a live Scaries dating event happening in Boston. We’re taking the scaries out of dating… see you there.
Matt is back from his EuroSummer adventures and is hitting the ground running. This week, he’s recapping your Fourth of July Scaries, reading some of his wildest DMs, and sharing the story of his very first time at a gay bar. Plus, a hilariously awkward and mildly embarrassing journey to finally starting PrEP. Just another week of oversharing you didn’t ask for.
Reporting live (and a bit overserved) from a Sardinian hot tub, Matt recaps the emotional aftermath of a recently ended situationship while poking holes in the fantasies of Call Me by Your Name. With surprise guest appearances from his family, an impromptu Italian lesson, and plenty of unfiltered honesty --it’s wet, hot, Italian chaos in its purest form.
To close out Pride Month with the chaos it deserves, Matty’s resident twink Billy Duke is back in the studio—fresh off the sheets of last night’s Upper West Side hookup. After a Memorial Day weekend debut, Billy returns to unpack all the gay sh*t—from transatlantic romances to sugar daddies, wedding date drama, being the other woman, and falling in love with straight men.Halfway through, Billy hijacks the mic and flips the script, grilling Matt on all things bisexuality. It's the perfect sendoff to Pride Month filled with laughter, honesty, and lessons learned the hard way.
We’re back with international best-selling author Nina Purewal for Part 2—and yes, we’re still letting that sh*t go. We kick things off with the chaos of work/life balance, then dive into trauma & grief, and learn how to not give a fuck (kinda). Bonus: Nina closes with a guided meditation to help you chill out, breathe deep, and leave a little lighter.
This week, Matty is joined by bestselling author and mindfulness guru Nina Purewal—his longtime mentor and friend—for a grounding convo on the “chatty mind,” anxiety, and self-doubt.They unpack listener submissions about comparison spirals, feeling behind in life, and dating confusion—all while exploring how to build self-trust and find calm in the chaos. Nina shares her journey from corporate hustle to mindfulness guru, and what it actually takes to start letting go.This is Part 1 of a two-part episode on releasing what no longer serves you—mentally, emotionally, and professionally.
Matty’s best friend Ben Shore returns (last seen in Episode 3) for a chaotic catch-up that covers everything from imposter syndrome to the ethics of sleeping with your boss—and one micropenis sighting we’re still recovering from.
In celebration of the first day of Pride, Matty shares his full coming out story as a bisexual man—from years of silent confusion to the messy, beautiful process of finally living out loud. After a very public straight relationship on The Bachelorette, coming out felt even scarier. How do you explain being somewhere in between when the world expects you to pick a side?We share heartfelt listener messages of support from others navigating their own journeys, followed by excerpts from Matty’s personal journal and answers to some of your most frequently asked questions. From internalized shame to dating in the in-between, this episode dives deep into identity, public image, and what it really means to own your truth.There’s also reflection, hard-won advice, and the reminder that no matter where you are in the process—you’re not alone.
For the first time ever, we’re taking The Scaries out of the studio and into the group chat. This special Memorial Day episode was recorded on a friends weekend with some familiar faces—and some new ones—including the return of Anika Dhar from Episode 4. With strong martinis and even stronger opinions, we dive into dating drama, chaotic friend trip stories, and submissions that spark the kind of unfiltered advice you only get off the clock.
In this episode, Matt is joined by licensed therapist Abby Granigan for a deep (and occasionally unhinged) dive into the psychology behind cheating, why we keep texting our exes, and the surprisingly common roots of foot fetishes. From emotional spirals to kink curiosities to full-blown crashouts, it’s the Sunday Scaries session you didn’t know you needed—without the co-pay.
In this episode, Matt is joined by Matt Kearney, aka Gay Cousin Matt, to dive into the spooky side of corporate life. They spill the tea on scandalous Snapchats, HR horror stories, and Zoom trauma, while also unpacking the chaos of Gen Z vs. Millennials in the workplace, gay dating in Boston, and getting overserved at open bar weddings. Consider this your Sunday Scaries cure before the workweek chaos begins.
This week, Matt dives off the deep end with professional cliff diver Morgane Herculano — and yes, there’s literal diving involved. From conquering a fear of heights to the unexpected risks of active diarrhea mid-competition (yep), Morgane shares what it really takes to throw yourself off a cliff for a living. Plus, your Sunday Scaries submissions spark some freefalling chaos of their own.