In the season 1 finale, Jack retells the story that birthed the Red Flags as a podcast. A brief relationship, with an anal retentive younger woman named Chainsaw. You're probably going to feel better about yourself after this one. . Podcast available on apple podcasts, google podcasts and wherever else you may find your podcasts.  #InternetDating #Dating #DatingFails #Dates #HotMess #DatingDad #SingleDad #DatingLife #DatingApp #ShitShow #RedFlags #RedFlag #TheRedFlags   --- This episode...

Jack relives several forays into the Ethically Non Monogamous world, Geek Squad, The Writer, The Jeweler The Greek Fountain.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack brings 9 tales from his trail of dating tears, to the table for your listening pleasure. Don't forget to tip your waitress.   --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack spills the chili about what's been going on at home. Throw in a goofy nanny, a marine biologist, a spiritual Guru and his concubine, and a cousin that just won't leave, and you've got yourself one hot mess. Enjoy! --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack decides to try another approach and attempts to date an older woman. Jack has no idea what comes with an older woman, who's never been married, never had kids, and has been spoiled all her life by her parents. What could go wrong? --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack revisits an old traumatic experience, that he just can't quite shake. --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack relives a relationship with Foster, a slightly younger hippie chick.... --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack returns from hiatus, to relive a brief encounter with Meow Meow, a younger woman, also there's a Cult, Sugar Daddy, Transgender, oh my! --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

In her triumphant return, Jack's friend Desiiigner, rehashes a relationship with a semi translucent fellow, named Casper. You see where we're going with this don't you? --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack revisits a short lived situationship with a woman who lives farther than he realizes, and something else seems very fishy... --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack brings on one of his homies, Desiiiigner, to tell a few short tales, of loves lost on the high seas of the digital datiiing landscape.  Small hands, big buns, and too many breadcrumbs --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Que the screeching tires and collisions, as this week's pile up takes us inside Jack's work life. In this week's installment, Jack celebrates, or make that, has a major milestone. Per usual, it goes sideways.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

After a brief hiatus, Jack Tabor's back baby! In his triumphant return he brings on his first guest, Becca, who shares her story of a relationship with White Claw, a barely functioning alcoholic.   --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

In this week's episode finds Jack reliving his relationship with Mickey, a woman who checks all of the boxes, except the one about looking for a long term relationship... Oooops! Missed that one.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack, relives a volatile relationship with a younger woman - Buddie, a woman with a world class resting bitch face, strong opinions, and a volatile temper. Sounds like fun, sign me up! --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Everyone has those people who come into their lives and forever change you for the better. For Jack, one of these pivotal people is a woman named Shania.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

In a rare twofer, Jack relives a 2 stories of fuckery from his past... The Fergie Foursome, and Rodan, the nanny that never was. --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Listening to that little voice in the back of his head, leads to Jack running into the one that got away... The White Whale.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack receives a DM from SFB, a woman from high school.  Now that her marriage is falling apart, she's looking to take things to a new level. What could go wrong?  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack describes a relationship in real time as it blows up with Mumbles - a woman with a few too many entanglements.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack retells the signs from beyond that he received after his father passes, and how he spreads his father's ashes with help from the other side.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

In this installment, Jack relives his brief long distance relationship, with Toto. A cross country road trip puts this young relationship to the test.  --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Jack ventures into the world of opera, only to have the fat lady sing before he can make beautiful music with Figaro.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support

Right before the pandemic hits, Jack hits it off with the GTA. While trying to navigate dating during a pandemic, and a deal with this woman's baggage, it proves to be too much for this young connection to last.  --- This episode is sponsored by · Anchor: The easiest way to make a podcast. https://anchor.fm/app --- Send in a voice message: https://anchor.fm/theredflags/message Support this podcast: https://anchor.fm/theredflags/support