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Flirt Fail

Podcast by Syd West

English

Health & personal development

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About Flirt Fail

I’m 31, have never had a boyfriend, and my one real date ended in chaos—so now I’m turning my tragic love life into a comedy experiment. With the help of dating mentors aka my best friends, I’m navigating swipes, red flags, and cringe-inducing encounters while you laugh, learn, and maybe feel grateful you’re not me. Think rom-com meets reality show—minus the happy ending…for now. 💔 FOLLOW & LISTEN TO FLIRT FAIL 🎧 Listen on Spotify: https://spotify.com/flirtfail 🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail 📱 TikTok: https://tiktok.com/@flirt_fail 📸 Instagram: https://instagram.com/flirt_fail ▶️ Subscribe on YouTube: https://youtube.com/@flirt_fail New episodes every 3 weeks — more flirting, more failing, same emotional damage. 💀 imaflirtfail.substack.com

All episodes

9 episodes

episode A Tale of Two Setups artwork

A Tale of Two Setups

This week on Flirt Fail, we’re talking setups—when your friends take your dating life into their own hands. One got a success story (rare), and the other? A full-blown dating disaster that quickly became one of the worst date stories we’ve ever heard. We break down what went right, what went very wrong, and whether setups are worth the risk… or just a fast track to chaos. 💔 FOLLOW & LISTEN TO FLIRT FAIL 🎧 Listen on Spotify: https://spotify.com/flirtfail [https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f]  🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail [https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899]  📱 TikTok: https://tiktok.com/@flirt_fail [https://tiktok.com/@flirt_fail]  📸 Instagram: https://instagram.com/flirt_fail [https://instagram.com/flirt_fail]  ▶️ Subscribe on YouTube: https://youtube.com/@flirt_fail New episodes every 3 weeks — more flirting, more failing, same emotional damage. 💀 #FlirtFail #DatingPodcast #SingleGirlChronicles #ComedyPodcast

16 Apr 2026 - 38 min
episode Oops, I Did It Again artwork

Oops, I Did It Again

In this episode, we're unpacking the patterns: chasing unavailable people, red flags we actively befriended, and the self-sabotage we somehow justified in real time.  Have we learned any lessons? Debatable. But we did laugh. A lot. Mostly at ourselves. 💔 FOLLOW & LISTEN TO FLIRT FAIL 🎧 Listen on Spotify: https://spotify.com/flirtfail [https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f]  🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail [https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899]  📱 TikTok: https://tiktok.com/@flirt_fail [https://tiktok.com/@flirt_fail]  📸 Instagram: https://instagram.com/flirt_fail [https://instagram.com/flirt_fail]  ▶️ Subscribe on YouTube: https://youtube.com/@flirt_fail New episodes every 3 weeks — more flirting, more failing, same emotional damage. 💀

26 Mar 2026 - 27 min
episode The Situationship Spiral artwork

The Situationship Spiral

Situationships, Flirtationships & Everything in Between This week on Flirt Fail, we’re diving into the confusing gray area of modern dating — the relationships that technically aren’t relationships. You know the ones: friends with benefits, situationships, flirtationships, and the classic “we’re just seeing where it goes.” We break down: • What these situations actually mean (and why everyone seems to define them differently) • The signs you might already be in one • Why they’re so easy to fall into • How to spot them early before you catch feelings • And how to avoid getting stuck in one if that’s not what you want Because sometimes the hardest part of dating isn’t rejection… it’s figuring out what exactly is going on. If you’ve ever thought, “Wait… what are we?” — this episode is for you. 💔 FOLLOW & LISTEN TO FLIRT FAIL 🎧 Listen on Spotify: https://spotify.com/flirtfail [https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f]  🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail [https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899]  📱 TikTok: https://tiktok.com/@flirt_fail [https://tiktok.com/@flirt_fail]  📸 Instagram: https://instagram.com/flirt_fail [https://instagram.com/flirt_fail]  ▶️ Subscribe on YouTube: https://youtube.com/@flirt_fail 👇 Be honest: have you ever been in a situationship? #FlirtFail #Situationship #ModernDating #DatingPodcast #SingleGirlChronicles

6 Mar 2026 - 41 min
episode Lessons From Their Love artwork

Lessons From Their Love

Hindsight Is 20/20 (Growth Was Required) This week on Flirt Fail, I sit down with two of my recently engaged friends to talk about what their relationship actually looked like before the ring. Spoiler: it wasn’t instant clarity and rom coms. We unpack: • The relationships they had before each other • The mistakes they made (and what those mistakes taught them) • The timing that wasn’t right… until it was • How they realized this time felt different • And why growth had to happen before commitment could But this isn’t just their reflection tour — it’s also my intervention. They break down what they wish they knew earlier and what I absolutely should not repeat if I’d like to avoid unnecessary emotional damage. Because sometimes you don’t need to learn the hard way… if your friends already did. If you’ve ever wondered whether timing matters, how people really know, or how to avoid sabotaging something good — this episode is honest, hopeful, and slightly aimed at me. 💔 New episodes every 3 weeks 👇 Do you believe in right person, wrong time — or just right growth? 💔 FOLLOW & LISTEN TO FLIRT FAIL 🎧 Listen on Spotify: https://spotify.com/flirtfail 🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail 📱 TikTok: https://tiktok.com/@flirt_fail 📸 Instagram: https://instagram.com/flirt_fail ▶️ Subscribe on YouTube: https://youtube.com/@flirt_fail

12 Feb 2026 - 43 min
episode First Date Fumbles artwork

First Date Fumbles

First dates sound cute in theory. In reality? They’re a social experiment with snacks. In this episode of Flirt Fail, we’re talking everything first dates — what to say, what to avoid, and how to escape without an “emergency” phone call from a friend. We get into: • Conversation topics that kill the vibe instantly • Where to go on a first date (and where NOT to) • How to end a date gracefully…or not • And first-date horror stories that should qualify as public service announcements If you’ve ever gone on a date and immediately texted your friends “I hate it here,” this episode is for you. 💔 FOLLOW & LISTEN TO FLIRT FAIL 🎧 Listen on Spotify: https://spotify.com/flirtfail [https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f] 🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail [https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899] 📱 TikTok: https://tiktok.com/@flirt_fail [https://tiktok.com/@flirt_fail] 📸 Instagram: https://instagram.com/flirt_fail [https://instagram.com/flirt_fail] ▶️ Subscribe on YouTube: https://youtube.com/@flirt_fail New episodes every 3 weeks — more flirting, more failing, same emotional damage. 💀 #FlirtFail #DatingPodcast #SingleGirlChronicles #ComedyPodcast This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit imaflirtfail.substack.com [https://imaflirtfail.substack.com?utm_medium=podcast&utm_campaign=CTA_1]

22 Jan 2026 - 48 min
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