Best Chit Chat Money Podcasts (2025)

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Bezos Wedding Anger, Kardashians Invite Themselves, and What’s Wrong with the Summer House Ladies? - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 44:15

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3d ago44:15

44:15

On this week’s Pop Culture Thursday, Jared dives into the wedding spectacle of Jeff Bezos and Lauren Sanchez, exploring how wealth influences public perception. He weighs in on Rachel Ray’s recent controversies, Melinda Gates’ reflections on her marriage, and Todd Chrisley’s prison drama with Rick Singer. Plus, Jared shares hilarious travel tales f…

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SPI 877: My Favorite AI Tool for Content Creation with Rafeh Qazi and Nazariy Dumanskyy 41:47

3d ago41:47

41:47

#877 This AI tool is bananas! Whenever people ask me what I use to supercharge my content creation, this is my top recommendation. It all started with two founders following their curiosity and refusing to give up when others didn’t buy into their vision. Then, one viral moment changed everything! Poppy AI is now fueling a quiet revolution, while e…

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WORST Shoe Trends with Josh Gondelman - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 41:56

3d ago41:56

41:56

On this Chit Chat Wednesday episode of the JTrain Podcast, Jared welcomes comedian, friend, and underrated sneakerhead Josh Gondelman to the show. They dive into Josh’s new YouTube special Positive Reinforcement, discussing what it means to be the “old guy in the room” and how aging has shifted their perspectives in comedy. Josh shares stories abou…

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Being "Busy", Buckets Instead Of Toilets, and A Year's Supply Of Pancakes - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 28:59

4d ago28:59

28:59

It’s Ticked Off Tuesday and Jared is coming in hot from sunny Portugal (in spirit). This week’s gripes include geography snobs nitpicking Connecticut towns, a landlord who thinks a Home Depot bucket is a toilet replacement, and a 5K race that rewarded victory with... six pancake coupons. Jared also roasts email evaders and golf cart speed demons mo…

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My Boyfriend Makes A Lot Of Money! What do I do? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 37:22

6d ago37:22

37:22

On this week’s Mailbag Monday, Jared dives headfirst into your juiciest dilemmas with his signature blend of empathy, sass, and straight-up truth. By the time you’re listening, he’ll be sipping iced coffee somewhere fabulous in Portugal but right now, he’s serving piping hot advice. This week, a listener spirals after learning her boyfriend makes o…

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Taylor Swift Returns, Ali Larter Is Still Hot, and Bezos Wedding Drama - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 43:15

10d ago43:15

43:15

On this Pop Culture Thursday, Jared is coming to you from foggy London Town and diving into the latest celebrity headlines with all the charm of a comedian hopped up on room service espresso!! He breaks down Taylor Swift’s surprise appearance at Travis Kelce’s Tight Ends & Friends concert and how it became the ultimate jackpot for clueless boyfrien…

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SPI 876: Life After Publishing a Book (1 Week Later) 25:07

10d ago25:07

25:07

#876 Publishing a book is one of the most rewarding things you can do. It's also one of the hardest. In this episode, I reflect on the first week after launching Lean Learning. From podcast guesting to TikTok strategies, I share all the lessons I’ve picked up along the way! Listen in because this is a behind-the-scenes look at what happens after yo…

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Zoloft, Nepo Babies & Worst Slang with Hanna Dickinson - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 40:53

11d ago40:53

40:53

This week on Chit Chat Wednesday, Jared is joined by comedian and friend Hannah Dickinson for a hilariously honest convo about anxiety, career confusion, and why Zoloft just might be the New York City vitamin. They dive into social media-fueled existential spirals, the mystery of nepo babies dominating Cannes panels, and what it means to feel “behi…

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Delta Gift Cards, Hot Yoga, and Toddlers on Flights - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 35:45

12d ago35:45

35:45

It’s Ticked Off Tuesday, and Jared is coming in hot from Huntsville, Alabama, with a full tank of complaint,s his and yours. He kicks things off with hotel small talk gone sideways and the lack of a universal “all-off” button to avoid stove-related anxiety spirals. Then it's listener gripe time: Delta’s absurd gift card policy, a human sprinkler in…

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I'm meeting my boyfriend's parents! What should I bring? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 31:49

13d ago31:49

31:49

It’s Mailbag Monday on the JTrain Podcast, and Jared is coming to you from Huntsville, Alabama, with two wildly different listener dilemmas! First, how do you win over a hard-to-impress mom when meeting the boyfriend’s family for the first time? (Hint: ditch the gag gifts and bring flowers) Then it’s on to a heated debate: just how big should a Fro…

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Where do we get the work experience. The work dilemma no one talks about. 17:58

16d ago17:58

17:58

Summary In this episode, the host Ifechukwu Mary-cynthia anunobi discusses the challenges faced by young job seekers in Nigeria, particularly the paradox of needing experience to get a job while also needing a job to gain experience. The conversation delves into the shortcomings of the educational system, the lack of practical experience opportunit…

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Streisand Talks S*x, Who is returning to Summer House, and White Lotus Pay- POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 43:10

17d ago43:10

43:10

It’s a Pop Culture Thursday on the JTrain Podcast, and Jared kicks things off with Barbra Streisand’s “penetration” memoir moment (yep, you read that right). From there, he dives into the absurdities of reality TV, Lindsay Hubbard bringing her baby to the Summer House, and the hilariously overhyped “epic” birthday party for North West. Jason Isaacs…

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SPI 875: The First Dollar Formula—30 Days to Earn Your First Dollar Online 22:49

17d ago22:49

22:49

#875 Your first sale isn’t just about making money—it's about unlocking a whole new level of confidence. With proof that someone is willing to buy from you, everything changes! In this episode, I share something brand new at SPI. The First Dollar Formula is our streamlined method to help you start making sales fast. We’ve stripped away the noise, c…

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Top 5 Worst Names with Nathan Macintosh - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 50:19

18d ago50:19

50:19

It’s Chit Chat Wednesday on The JTrain Podcast, and Jared welcomes back fan-favorite and fellow rant enthusiast Nathan Macintosh. The two comedians dive headfirst into a swirl of hilarious grievances, from subway etiquette and garbage man envy to the terrifying rise of AI and shrinking studio spaces at ESPN. Jared plugs Nathan’s stand-up special Do…

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Big Showers, Milk Options, and "You get the next one!" - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 30:27

19d ago30:27

30:27

It’s Ticked Off Tuesday on and Jared is broadcasting from the “presidential suite” of a Pittsburgh boutique hotel, complete with two shower heads that can’t even hit him at the same time. He kicks off the episode with his complaint, then dives into listener gripes: from the Delta One Lounge failing to serve almond milk (the Beyoncé of alt-milks), t…

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How Do I Dump A Nice Guy? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 33:32

20d ago33:32

33:32

It’s Mailbag Monday, and Jared is answering two juicy listener emails with the honesty only a stranger can give. First up: a woman stuck in a “great on paper” relationship with a guy who’s already calling dibs in their mutual friend group, even though she’s just not feeling it. Jared breaks down how to end things gracefully and preserve your social…

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Swift Fans, Billy Ray Cyrus, and Aaron Rodgers is married - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 45:54

24d ago45:54

45:54

It’s Pop Culture Thursday on The JTrain Podcast, and Jared is rifling through the latest page six drama, starting with Travis Kelce’s barely-visible tour book and how one unhinged Swiftie turned it into breaking news. Then, Jared unpacks the Billy Ray Cyrus family feud: his son Trace publicly calls him “evil” for skipping Mammy’s funeral (yes, Mamm…

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SPI 874: A Mic Flip! Pat Flynn Gets Interviewed by Bestselling Author Hal Elrod 50:47

24d ago50:47

50:47

#874 Here’s how you achieve your goals. First, figure out what you want and find the next step you need to take. Next, learn about that one step and nothing else. Then, repeat. This process is the essence of just-in-time learning and the secret to success. I talk all about it in my brand-new book, Lean Learning! To mark the occasion, I have a very …

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Jared’s Florida Move with Summer Rose - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 42:08

25d ago42:08

42:08

It’s Chit Chat Wednesday on The JTrain Podcast, and Jared sits down with friend and professional organizer-to-the-stars, Summer Rose of Star Organizers. Fresh off helping Jared with his move to Delray Beach, Summer shares her secrets for stress-free moving, from coordinating junk removal to making clutter disappear like magic. They dive into emotio…

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Realtors, AirPods, Scooped Bagels, and Local Wines - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 36:59

26d ago36:59

36:59

It’s Ticked Off Tuesday on The JTrain Podcast - your weekly dose of righteous complaining with comedian Jared Freid. This episode tackles it all: pushy realtors trying to delegate apartment showings, hotels serving boxed wine at “happy hour,” partners who take out the wrong AirPod when you're talking to them, and the infuriating lack of clear bathr…

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Why'd he end it after 5 great dates? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 37:54

27d ago37:54

37:54

It’s Mailbag Monday, and Jared is coming to you live from sunny Delray, Florida - new city, same brutal honesty! This week, Jared unpacks a listener’s post-hookup heartbreak that has all the elements of a rom-com gone rogue: historic walking dates, roses from the guy’s own garden, and... a breakup text 24 hours later?! He dives deep into the confus…

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Money makes me happy. "Does money bring Happiness." 27:08

28d ago27:08

27:08

summary In this episode of Life's Insane Reality, Ifechukwu Mary-cynthia Anunobi (Host) discusses the relationship between money and happiness, emphasizing that while money is not the ultimate source of happiness, it plays a significant role in providing options, freedom, and the ability to help others. Are you people not looking for money ? Or is …

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Sydney Sweeney Sells Her Bathwater, Bethenny Frankel Models, and Brooke Shields Is Awesome - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 39:18

1M ago39:18

39:18

It’s Pop Culture Thursday, and Jared is coming to you hot from a Chelsea hotel room with a fresh roundup of unhinged headlines. From Sydney Sweeney’s bathwater-infused soap (yes, really) to Bethenny Frankel’s thong bikini drama and mysteriously supportive daughter, the stories are as wild as ever. Jared dives into listener-submitted gems, including…

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SPI 873: The Creator Business Model Secret Nobody Tells You 19:19

1M ago19:19

19:19

#873 Ever feel like the business advice you’re getting just doesn’t work for you? There’s a reason for that! Here's the thing. Not every creator is built the same. In fact, your personality plays a big role in the kind of brand you're able to grow and sustain. In this episode, I share the five archetypes I’ve discovered after fifteen years in the o…

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New Fried who This (Freid?!) with Nora Fried - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 45:56

1M ago45:56

45:56

It’s a very Freid episode of the JTrain Podcast - or should we say “Fried”? Jared welcomes hilarious comedian Nora Fried (no relation, just vibes) for a laugh-packed Chit Chat Wednesday! The two dive into NYC dating drama, dating apps that feel like startup cults, Sex and the City takes (and takes on And Just Like That), love candles, pink bathroom…

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Office Outfit Judgement, Hotel Alarm Clocks, and Nutrition Facts - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 38:00

1M ago38:00

38:00

This week on Ticked Off Tuesday, Jared unloads on everything from Branzino overload to manipulative TikTok food reviews. He rants about why hotel alarm clocks should come with a reset button, questions the credibility of viral restaurant critiques, and defends the honor of the 10,000 steps goal even if it did start as a marketing stunt. A listener …

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Do I tell my boyfriend he's on the spectrum? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 33:29

1M ago33:29

33:29

It’s Mailbag Monday on the JTrain Podcast, where Jared Freid answers listener emails with honesty, insight, and just enough humor to keep things moving! This week, Jared reflects on dating dynamics, what it means when someone might be on the spectrum, and how to have hard conversations in relationships. He also shares thoughts on self-diagnosis, bo…

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A Humble Request to SPI Listeners 11:17

1M ago11:17

11:17

While we might seek educational content online, most of us aren't learning anything. We consume random information “just in case” we might need it someday. All that does is slow us down and distract us from what matters right now. So, how do we master essential skills and make real progress? How do we achieve more, faster? This is the topic of my n…

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Kelly Ripa, The Chrisleys Are Free, Spencer Defends Heidi's Wig - POP CULTURE THURSDAY- The JTrain Podcast w Jared Freid 40:23

1M ago40:23

40:23

In this episode of the JTrain podcast, host Jared Fried dives into the latest pop culture headlines, discussing Kelly Ripa's candid comments about being an empty nester, a billionaire's unusual advocacy for ostriches, Spencer Pratt's defense of his wife Heidi Montag against online trolls, Diana Agron's accent controversy, Brad Pitt's remarks on his…

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SPI 872: Podcast Guesting to Generate Profit & Grow Your Network with Dustin Riechmann 45:17

1M ago45:17

45:17

#872 I talk about the power of starting a podcast all the time, but how can focusing on guest appearances alone transform your business? Done right, showing up on just one show can generate new leads and relationships, and help you build a seven-figure brand! In this episode, I’m joined by Dustin Riechmann. Listen in on our chat because he's about …

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The Emo Queen: Navigating Subcultures with Jaz Zepatos - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 45:42

1M ago45:42

45:42

Jared chats with Jaz Zepatos about millennial movies and pop punk culture! They explore the nostalgia surrounding classic films like The Terminator, discuss the impact of anxiety on comedians while on the road, and reflect on the evolution of scary movies. The conversation also delves into the challenges of engaging audiences in the streaming era a…

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Tom Cruise Stunts, Service WIndows, Menu Changes - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 41:03

1M ago41:03

41:03

Jared dives into a variety of complaints ranging from personal grievances to listener submissions. He discusses the nuances of friendship expectations, the insensitivity of targeted ads, and the fatigue surrounding celebrity stunts, particularly those of Tom Cruise! The conversation also touches on the emotional responses to sports victories, the s…

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How do I get a guy to ask me questions on the date? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 32:19

1M ago32:19

32:19

This week, Jared dives into your burning dating dilemmas and keeps it real with his signature humor and insight. Also! Happy Monday and Memorial Day! Summer’s officially here, so let’s kick it off right with some juicy Mailbag Monday questions. First up: A listener’s stuck in a long-term FWB situation with a piano-playing guy who’s mysteriously hes…

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Kourtney Kardashian is anti-school, Travis Kelce takes his shirt off, & Justin Bieber seems like a monster - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 36:00

1M ago36:00

36:00

It’s Pop Culture Thursday on the JTrain Podcast! Jared breaks down the week’s wildest celebrity stories with sharp wit and signature sarcasm. From Travis Kelce’s shirtless Miami moment and nickname “Big Yeti,” to Kourtney Kardashian’s take on school being “outdated,” Jared unpacks the headlines through the lens of body image, parenting pressure, an…

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Trusting your Intuition and Gut feelings. 21:14

2M ago21:14

21:14

Summary In this episode of Life's Insane Reality podcast, the host Ifechukwu Mary-Cynthia Anunobi. Delves into the importance of trusting one's intuition as a guiding force in life. The conversation explores how intuition functions as an inner compass, the process of building and strengthening this intuitive sense, and the distinction between intui…

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SPI 871: If You're Grinding Alone But Want to Win, Listen to This 35:59

2M ago35:59

35:59

#871 What do you imagine when you think of a solopreneur? I thought it was about building a business entirely on your own, never asking anyone for help. This gave me a sense of control, especially after losing my architecture job. Whether my brand would succeed or fail, more than anything, I wanted it to be on my terms! Here's the spoiler alert, th…

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How to Turn a Breakup Into a Comedy Special with Eric Neumann - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 35:35

2M ago35:35

35:35

It’s a hilarious and heartfelt Chit Chat Wednesday as Jared Freid sits down with comedian Eric Neumann, fresh off the release of his brand-new YouTube special, Almost Engaged. Together, they dive deep into the emotional rollercoaster of love, heartbreak, and the comedy that comes from it all. Eric opens up about his not-quite engagement and the rea…

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Sandwiches with no Bite Thought, Destination Weddings with Babies, and Teacher Appreciation Week - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 43:39

2M ago43:39

43:39

This week’s Ticked Off Tuesday is full of high-stakes complaints from a breakfast wrap betrayal to a lighting company leaving someone lit up for all the wrong reasons. Jared reads your most frustrating TOTs and shares one of his own: a restaurant review disguised as a love letter to the perfect bite (and an ode to not boarding the SS Disgusting). A…

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How Do I Approach My Office Crush? - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 34:39

2M ago34:39

34:39

In this Mailbag Monday, Jared tackles everything from missed Bumble matches to elliptical-based sexual tension! First up: a listener questions whether a snack-fetching coworker could be “the one” after a swipe-right gone nowhere. Jared offers a masterclass in modern flirting, complete with “comment bait” strategies and a PSA on not falling in love …

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Belichick's GF, Bieber's phone case, and Socialite Hat Lunches - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 41:30

2M ago41:30

41:30

It’s Pop Culture Thursday, and Jared is breaking down the wildest celebrity stories of the week. From the curious case of Bill Belichick and Jordan Hudson’s headline-making relationship to Justin Bieber’s absurd new phone case, Jared explores the weird, the dramatic, and the downright hilarious corners of fame. He also unpacks Jamie Lee Curtis’s ho…

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SPI 870: The Way to Capture Leads That Works with Daniel Priestley 37:05

2M ago37:05

37:05

#870 How fast would your business grow if you could cut through the noise and generate red-hot leads for your products? In this episode, my award-winning entrepreneur guest shares how to do just that. Daniel Priestley has uncovered an amazing strategy to find your ideal customers using online quizzes and assessments. You're not going to want to mis…

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Faith, Family & Figuring It Out with Zach Zimmerman - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 41:25

2M ago41:25

41:25

It’s Chit Chat Wednesday on the JTrain Podcast, and Jared is joined by the hilarious Zach Zimmerman, comedian, storyteller, and creator of the must-watch YouTube special Surprise Me. Zach opens up about growing up evangelical, coming out, and the evolving relationship with his family, all of which are explored in his deeply personal and laugh-out-l…

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Non Alcoholic Cups, Ice Coffee Ice, and Moms - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 46:43

2M ago46:43

46:43

It's Ticked Off Tuesday on the JTrain Podcast with Jared Freid, and the complaints are rolling in! A listener is fed up with paying $5 for iced coffee filled with giant ice cubes and barely any coffee. An airline crew member is furious that KCM security perks are being taken away because a few coworkers couldn't leave their knives and 🌱 at home. An…

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Help! I cheated with my coworker! - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 36:12

2M ago36:12

36:12

This week's Mailbag Monday has it all! Workplace hookups, marriage drama, and unwanted attention at dinner parties. Jared dives into a spicy email from a listener who hooked up with a coworker on a business trip, oh, and they're both married with kids! What started as flirtation turned into a secret connection, but now she’s wondering if he’s in it…

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Chit chat and peoples deep conversations 25:19

2M ago25:19

25:19

summary In this episode of Life's Insane Reality Podcast, the host Ifechukwu mary-cynthia anunobi delves into the complexities of personal connections, emotional intelligence, and the dynamics of friendships and love. The conversation explores the importance of being known, the challenges of vulnerability, and the impact of life transitions on rela…

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Tom Brady Roast and How the Comedians Were like "You Think This is a Game?"- POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 37:34

2M ago37:34

37:34

This week’s Pop Culture Thursday is stacked from the red carpet to the roast stage! First up: Jared dives into Kylie Jenner’s viral Met Gala moment, where her stilettos left her screaming in pain. He riffs on the absurdity of Page Six headlines, the chaotic glamour of the Met, and the culture of clickbait that feeds it all. Then it's onto the roast…

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SPI 869: Stop Renting Your Audience. Do This Instead. 31:45

2M ago31:45

31:45

#869 Imagine spending years building an audience on social media. Slowly, your followers begin to know, like, and trust you. You're now making sales, and everything is going well. Then one day, it's all gone. You can't access your account, and the platform you were using won't do anything to help. This is what happened to me when I was using Facebo…

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Oversharing with Anthony DeVito - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 49:12

2M ago49:12

49:12

We got Anthony DeVito on the podcast! He's taping a Comedy Special this Friday, May 9! Check it out! They explore the pressure comedians face to constantly create content in a world obsessed with social media clips. From open mic sets to $50 ticketed shows, they break down what audiences expect and what comics deliver. Jared and Anthony joke about …

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Pizza Menus, Directions, Checking Bags, & Coffee Trash Cans - TICKED OFF TUESDAY - The JTrain Podcast w Jared Freid 37:10

2M ago37:10

37:10

It’s Ticked Off Tuesday, and Jared is fired up! First, he tackles his frustration: PIZZA! Jared complains that the specialty pizzas at Jimmy V’s in Raleigh are overly complicated, with too many aggressive or niche ingredients that make them hard to order solo. He wishes restaurants offered more balanced, gently creative options or solo-sized portio…

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My ex husband is dating someone 14 years younger than me! - MONDAY MAILBAG - The JTrain Podcast w Jared Freid 47:50

2M ago47:50

47:50

This week on the JTrain Podcast, Jared helps three listeners facing big emotional crossroads. First, a newly single 37-year-old is reeling after learning her ex-husband is dating a 23-year-old Czech bombshell. She doesn’t want him back, but the jealousy is real, and the Instagram spiral is worse. Jared offers perspective on comparison, confidence, …