ComedyExplicit

Are We Flirting?

Syd Matthews and Greyson Hoelzel

Sydney Rose Matthews and Greyson Hoelzel tackle life's most important question... Are We Flirting?

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28 episodes
weekly
Avg 43 min
English

Episodes 28

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S1 · E23
October 7 · 56 min
are we lovebombing?
today we are joined by special guest - Yelena Friedman to talk about rom coms, comedy, bullies and dating. follow her @yelena_friedman for more silly goofy funnnn!
- Transcript
S1 · E22
September 30 · 40 min
are we balding?
join us this week as we catch you up on all things hobby-wise, short film related, and running related. also greyson is no longer bald for any questions email us at hello@areweflirting.com !
- Transcript
September 24 · 52 min
are we beefing with ai?
on this week's episode we talk about the salem witch trials, greyson's work drama, and people who are using way too much ai. for questions email hello@areweflirting.com ! and feel free to join our substack chat to stay in the loop :)
- Transcript
S1 · E28
September 17 · 41 min
are we secretly related?
this week we investigate whether we're secretly related, derail an improv scene at a family reunion, unpack the dystopian energy of influencer events and consult a certified foot stuff loving expert. for any questions comments concerns, email hello@areweflirting.com also - don't forget to join our substack chat!
- Transcript
S1 · E21
September 9 · 39 min
are we all seducing each other?
this week we're joined by both Aidan Blake and Auntie Aidan as we discuss dating, run club hookups, and answer some of your questions around late bloomers, slow burns, how to tell if they're just not into you. for any questions feel free to email hello@areweflirting.com also feel free to join the groupchat here!
- Transcript
S1 · E20
September 2 · 54 min
are we psychopaths?
this week, we take a psychopath test, unpack why I secretly signed Greyson up for a half marathon, discuss summer depression, accidentally participating in a church exorcism, advice to each other’s future spouses and attempt to escape the circus to join corporate America. for any questions feel free to check out our substack here https://substack.com/@areweflirting or email us at hello@areweflirting.com - greyson + syd <3
- Transcript
S1 · E19
August 26 · 58 min
are we too afraid to be cringe?
editing this episode genuinely had me cracking up, so I hope it makes you laugh too. this week, we’re joined by comedian, actor, and filmmaker stephen konnovitch to talk about creative projects, improv comedy, our new “beef of the week” segment, wellness culture, whether we’re optimizing the fun out of life, and so much more. follow stephen at @stevekonno for more funny stuff! for any questions, comments, concerns feel free to email us at hello@areweflirting.com
- Transcript
S1 · E19
August 26 · 5 min
are we losing the art of going out?
editing this episode genuinely had me cracking up, so I hope it makes you laugh too. this week, we’re joined by comedian, actor, and filmmaker stephen konnovitch to talk about creative projects, improv comedy, our new “beef of the week” segment, wellness culture, whether we’re optimizing the fun out of life, and so much more. follow stephen at @stevekonno for more funny stuff! for any questions, comments, concerns feel free to email us at hello@areweflirting.com
- Transcript
S1 · E18
August 19 · 48 min
are we consuming more than creating?
this week features a special guest - Lauren Cantrell! we talk all things performative running, cave diving, new movies, doomscrolling, first impressions, and more <3
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S1 · E17
August 12 · 41 min
are we crushing?
#hingepartner this week we're talking about crushing, book club, new movies, citibike accidents and mummies.
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S1 · E16
August 5 · 29 min
are we addicted to finding things out?
sorry about the adhd in this weeks episode, we are all over the place. comedy shows, goblin improv, that weird airbnb tiktok couple and percy jackson.
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S1 · E15
July 29 · 35 min
are we crashing out?
this week we talk about crash outs, greyson professing his love for syd, and our rabbit holes of the week! Also - come out August 2nd cause Syd's in a sketch show, details below: A Night With Stephen Konnovitch Sunday, August 2, 2026 7:00 PM 8:15 PM Eris Mainstage 167 Graham Avenue Brooklyn, NY,
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S1 · E14
July 22 · 34 min
are we too nostalgic?
#hingepartner this week we talk about our most recent dates, Syd’s dream about Greyson, the manosphere, solo travel and our improv show!
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S1 · E13
July 15 · 34 min
is it okay to like other girls' photos?
#HingePartner this week we’re talking about what we’re flirting with, whether liking other girls’ photos is actually suspicious, internet rabbit holes and dating hot takes shoutout to our sponsor, Hinge! <3 http://hin.ge/areweflirtingpod
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July 8 · 37 min
i hope my ex sees this
this week we talk about love island, 4th of July, getting your things back from your ex and the viral 30 part series of "my nightmare roommate"
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July 2 · 41 min
your friend who is always late is your most loyal friend
this week we talk about time blindness, pride month, and answer some of your questions! for any questions email hello@areweflirting.com :)
- Transcript
June 24 · 40 min
bisexual girl summer?
what's your liquid dream? this week we dive into what attributes our dream partners will have and a special guest star crashes the party
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S1 · E14
June 17 · 43 min
hot girl summer
today we're talking about breakups, situationships, and having a hot girl summer with our special guest Isabella! for any questions, comments etc.. email hello@areweflirting.com !
- Transcript
S1 · E13
June 3 · 35 min
we're in a fight
this week the kids are fighting. have any stories, questions, comments you wanna share?email hello@areweflirting.com !
- Transcript
S1 · E12
May 27 · 59 min
our guest got blocked by James Charles
This week on Are We Flirting? we’re joined by Xander Favazza, @xandus17 — comedian, filmmaker, content creator, and the mustached man behind the short film “first car” link below! We talk about Xander’s life as a creator in New York, how TikTok helped open career doors for him, comedy/media, and the rite of passage that is getting blocked by James Charles. Watch Xander’s short film “first car” here: https://www.youtube.com/watch?v=njn9Yb1uMy8
- Transcript

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