Best Chit Chat Money Podcasts (2025)

Jared breaks down The Golden Bachelor Episode 3, where carnival chaos meets reality TV drama. From Peg’s authenticity to Mel Schreiber’s big personality, Jared dives into the relationships taking shape and the influencer culture brewing behind the scenes. He recaps the group date photo shoot, the awkward lemon bars moment, and the emotional elimina…

1
Charlize Theron Snubs Johnny Depp and Taylor Beefs With Charlie XCX - POP CULTURE THURSDAY 40:48

Play Pause

1d ago40:48

40:48

It’s Pop Culture Thursday, which means Jared dives into Page Six and lets the riffs fly. He breaks down the “snub or not” moment between Charlize Theron and Johnny Depp at Paris Fashion Week, then pitches the rom-com we all deserve: Lana Del Rey and her alligator wrangler husband taking on haute couture. Jared questions why Travis Kelce gets boyfri…

1
SPI 895: What's Working in Publishing Books Right Now 27:57

1d ago27:57

27:57

1
Kids At The Pool, Parallel Parking Helpers, And Parents On The Phone - TICKED OFF TUESDAY 36:30

4d ago36:30

36:30

1
How do I approach men at the gym? - MONDAY MAILBAG 28:05

5d ago28:05

28:05

Jared checks in from Los Angeles for Mailbag Monday, hiccup and all, and dives into two juicy advice emails. First up, a 33-year-old New Yorker ditched Pilates for a regular gym to meet men, and Jared gently argues for joy over geography: build community where you actually like being, then let that tribe expand your dating world. He still tosses a …

1
SPI 894: Becoming a Lifestyle Investor with Justin Donald 45:09

8d ago45:09

45:09

#894 Do you own your business, or does your business own you? As entrepreneurs, we're no strangers to long hours building our brands and serving others. But what if you could stop trading your time for money and start building true freedom instead? In this episode, I’m excited to dive into the ins and outs of becoming a lifestyle investor. My guest…

1
The Rose Rehash - Jared Freid is on The Golden Bachelor with Mel Owens 19:18

8d ago19:18

19:18

New Rose Rehash! Listen to Jared's full recap here 👉 https://youtu.be/pnwsiYV7PMk In this episode, Jared brings his signature Bachelor Scream from Instagram straight to YouTube and follows it up with a full Golden Bachelor recap. This week’s episode is extra special. Jared makes his debut on the show as part of the big roast date! From early house …

1
Taylor Swift Gives A Wedding Speech, Lionel Richie Fans Revolt, and Keith Urban/Nicole KIdman Split - POP CULTURE THURSDAY 42:13

9d ago42:13

42:13

This week on Pop Culture Thursday, Jared unpacks Keith Urban and Nicole Kidman’s marriage, a fashion face-off between Lauren Sanchez and Sydney Sweeney, and Barron Trump’s surprising date. Jared also covers Lionel Richie’s book talk flop, Taylor Swift’s viral wedding speech, Selena Gomez’s understated nuptials, and Jay Cutler’s DUI. From relationsh…

1
SPI 893: What's Working in Short Form Videos Right Now (A Crazy Update on my Experiment) 36:24

10d ago36:24

36:24

#893 I used to doubt the value of short-form content for serious brand building, but I was way off. Diving in and giving it a real chance has completely changed my mind! In this episode, I'll share an awesome update on Short Pocket Monster. This is the experimental Shorts channel I started in the Pokémon space to see if this format was worth it for…

1
Horror or Horrific with Rory Uphold - CHIT CHAT WEDNESDAY 44:52

10d ago44:52

44:52

Jared Freid sits down with Rory Uphold, author of A Final Girl’s Guide to the Horrors of Dating. They dive into the challenges of modern dating, from awkward app encounters to the importance of accountability and self-worth in relationships. Rory explains how the “final girl” of horror films mirrors the resilience needed in today’s dating culture, …

1
231. Baking it Down - Intro to the 2025 Vendy Blendy 1:24:32

10d ago1:24:32

1:24:32

Send us a text 🛒 2025 Vendy Blendy - The who, what, where, when, why. In this week's Baking it Down Podcast - Episode 231 - The 2025 Vendy Blendy, we have VENDY BLENDY on the brain! Each year, 🦃 at the end of November, deals roll around in stores and across your screens, prepping everyone for the Christmas season. From malls to boutiques- the steal…

1
Planning Trips, Coughing At The Office, And Being Called Cheap! - TICKED OFF TUESDAY 50:35

11d ago50:35

50:35

On this Ticked Off Tuesday episode, Jared takes on listener complaints that everyone can relate to. From the chaos of group trip planning to the endless debate over tipping, no frustration is too small to unpack. Jared also tackles the stigma around e-bikes and the lack of common courtesy in the workplace when it comes to staying healthy. To settle…

1
Do I Have To Invite My Boss To My Wedding? - MONDAY MAILBAG 40:34

12d ago40:34

40:34

It’s Mailbag Monday! And Jared dives into a work-themed episode with listener questions that blur the lines between business and personal boundaries. From a coworker crush that could complicate a promotion, to flirty banter that wasn’t so friendly, to the awkward pressure of inviting your boss to a wedding, no dilemma is off-limits. Jared breaks do…

1
Kim Kardashian, Dancing With The Stars, and Jennifer Anniston Tries To Be Relatable - POP CULTURE THURSDAY 45:55

16d ago45:55

45:55

In this Pop Culture Thursday episode, Jared covers the latest headlines with his signature humor. He talks about Robert Irwin joining Dancing with the Stars, Kim Kardashian’s confidence after her divorce, and Whitney Wolf Herd’s story about dating apps. The conversation also includes Jennifer Aniston’s take on cheat meals and the role of probiotics…

1
SPI 892: What's Working in Hosting Live Events Right Now 38:36

17d ago38:36

38:36

#892 Our virtual fatigue has brought live events back in a big way. Whether it's a dozen people in a coffee shop or thousands in a convention center, you too can bring your followers together and foster real connections! In this episode, I break down everything I’ve learned from hosting events of all sizes. From mastermind meetups to Card Party, my…

1
MidBEST or MidAtBest with Taylor Kay Phillips - CHIT CHAT WEDNESDAY 51:07

17d ago51:07

51:07

On this episode of the JTrain Podcast, Jared Freid welcomes comedian and writer Taylor Kay Phillips to talk about her new book, A Guide to Midwestern Conversation. They dive into the unique humor and communication styles of Midwestern culture, from “Midwestern nice” euphemisms to the importance of casseroles. Taylor shares insights on the writing a…

1
230. Baking it Down - Nothing Old, Nothing New 1:38:59

17d ago1:38:59

1:38:59

Send us a text 🥲 Nothing Old, Nothing New - Why your clients aren't coming back. In this week's Baking it Down Podcast - Episode 230 - Nothing Old, Nothing New, Corrie wanted to cover returning customers - clients that have ordered from you in the past and then reorder. They're massively valuable to your bottom line because returning leads cost les…

1
Cleveland's Mascot, People Standing Too Close, and Movie Popcorn - TICKED OFF TUESDAY 36:52

18d ago36:52

36:52

Jared checks in from Kansas City for Ticked Off Tuesday! He kicks off with a classic traveler’s nightmare: thinking your phone’s been charging all night, only to wake up to 3 percent. He suggests a new PTO policy that should cover “unplugged Mondays.” The Kansas City BBQ debate rages as everyone says you went to the wrong spot, stale late-show movi…

1
My Mother-In-Law Won't Stop Moving Tables! Help! - MONDAY MAILBAG 34:21

19d ago34:21

34:21

Jared kicks off a classic three-email Mailbag Monday from the road before diving into the good stuff. First up: a listener nine months into a serious relationship asks how to handle two persistent guy texters (one old flame, one married coworker); Jared recommends a graceful “text breakup” to clear space for the new relationship. Then he dismantles…

1
Why Paige Desorbo Left Summer House & Selena Gomez Wedding Details! - POP CULTURE THURSDAY 34:53

23d ago34:53

34:53

In this episode of the JTrain Podcast, Jared dives into the latest in pop culture, reality TV, and celebrity news. From Paige DeSorbo leaving Summerhouse for bigger opportunities to John Cryer’s salary compared to Charlie Sheen’s, Jared breaks down the business side of fame. He also covers Pete Davidson’s admiration for Machine Gun Kelly, Bobby Bon…

1
SPI 891: What's Working as a Paid Speaker Right Now 39:45

24d ago39:45

39:45

#891 I went from a terrified first-time speaker in 2011 to standing on over 350 stages. I've also earned more than half a million dollars in speaking fees and had priceless networking opportunities at these events. With live talks being more lucrative than ever in 2025, how do you build a career around your presentations? In today’s episode, I shar…

1
Pun Showdown in the Sky Club with Matthew Brousard - CHIT CHAT WEDNESDAY 47:21

24d ago47:21

47:21

Matthew Brousard is on the podcast this week! What started as a delta lounge complaint, got him an invite to an impromptu recording of a Chit Chat Wednesday! They kick things off by debating the Delta Sky Club water spout sign, which sparks a full spiral into germs, paper cups, and Jared’s nostalgia for the big Aquafina bottles. Matthew also opens …

1
229. Baking it Down - Why You Should Do the Reels Collab 1:18:05

24d ago1:18:05

1:18:05

Send us a text 🎥 Do the Reels Collab - And here’s the reasons why you should. In this week's Baking it Down Podcast - Episode 229 - Do the Reels Collab, we're hypin' up the marketing behind the Blind Baker Reels Collab on September 26. ✅ Register here: https://form.jotform.com/SugarCookieMarketing/blind-baker-collab 🎥 This cookie collab is differen…

1
Flirty Gym Guys, Gifts You Don't Like, and Handleless Bags - TICKED OFF TUESDAY 36:34

25d ago36:34

36:34

On this week’s fiery Ticked Off Tuesday, Jared kicks things off with complaints about self-righteous bicyclists and a gym class clown who won’t stop flirting. Then it’s on to listener gripes, including a nightmare Ibiza trip with penny-pinching friends, the curse of well-meaning in-laws who gift the wrong coffee maker, and locker rooms so hot you n…

1
I Saw a Woman in the Reflection of the Guy in Texting’s Sunglasses! Did I Handle It Correctly?! - MONDAY MAILBAG 38:31

26d ago38:31

38:31

This week on the JTrain Podcast, Jared kicks off another legendary Mailbag Monday from sunny Delray Beach! We hear from a 26-year-old crushing on her much older coworker and another email from a long-distance romance that got shady thanks to a poolside sunglass reflection. Along the way, Jared riffs on awkward charity gigs, why “support” feels like…

1
The New Mormon Bachelorette, The Royal Butler and Kendall Jenner Quits Modeling! - POP CULTURE THURSDAY 41:42

30d ago41:42

41:42

This week on the JTrain Podcast, Jared is caffeinated, crammed into a tiny NYC hotel room, and ready to riff through Page Six headlines! From debating Instagram followers who mysteriously expect him to knock on their door, to declaring himself the “anti-death scroll” podcaster, he’s in rare form. He breaks down the shocker that Secret Lives of Morm…

1
SPI 890: What's Working in Sponsorships and Brand Deals Right Now 25:22

1M ago25:22

25:22

#890 Sponsorships and brand deals can change the game for you as a creator. Here's the key, though. You have to know your worth. If, like many, you say yes to bad offers, it can cost you big time! In this episode, I break down what’s actually working in sponsorships right now. From determining what you should charge and spotting red flags to landin…

1
NFL Week 1 Bets & Who Ya Got?! Ramblin Gamblin Thunder Dan- CHIT CHAT WEDNESDAY 51:34

1M ago51:34

51:34

It’s Chit Chat Wednesday on the JTrain podcast, and Jared welcomes back resident gambling sage “Ramblin’ Gamblin’ Thunder Dan” for their annual futures-fest from Delray Beach. They roast Week 1 overreactions, nerd out on lines versus “the public,” and circle a spicy Saints-Cardinals spread that has Jared dreaming of home-dog glory. Thunder Dan dish…

1
228. Baking it Down - Getting Unstuck from the Web...Sites 1:43:01

1M ago1:43:01

1:43:01

Send us a text 🕸️ Stuck in the Websites - What to look for in a website builder. In this week's Baking it Down Podcast - Episode 228 - Stuck in the Web...Sites, we (remotely - forgive the sound quality this week, kids - it was a learning experience) talk about the sunsetting of the baker-centric website host and builder, Castiron. 📩 Castiron sent t…

1
I Bought a Car! - TICKED OFF TUESDAY - The JTrain Podcast with Jared Freid 1:22:04

1M ago1:22:04

1:22:04

Jared kicks off from Delray Beach with a special Ticked Off Tuesday that doubles as a free sample of his Coffee with JTrain episodes, complete with a wild, full-circle saga about buying a car. The episode blends personal storytelling with the usual mix of listener gripes and sponsor breaks. This week’s complaints cover engagement gifts that trigger…

1
I Saw Something on my Husband's Phone! What Should I Do? - MONDAY MAILBAG - The JTrain Podcast with Jared Freid 44:50

1M ago44:50

44:50

Jared is coming to you live from Delray Beach for Mailbag Monday! He sets the vibe with tour shoutouts for Winnipeg and Kansas City, plus a push to catch the weekly stand-up on YouTube. He teases a chaotic car buying saga for later this week, then jumps into emails with coffee in hand and peak football season feelings. First up, a listener drowning…

1
SPI 889: Ultraspeaking with Tristan de Montebello 41:08

1M ago41:08

41:08

#889 In business and in life, we need connection to thrive. So what is the number one superpower for building deep relationships? The answer is communication! That said, it's not enough to become a great on-stage speaker. While leveling up your skills around prepared talks is great, what happens when something like a networking dinner requires you …

1
How Jennifer Aniston Stays so young and Dancing with the Stars Cast! - POP CULTURE THURSDAY - The JTrain Podcast with Jared Freid 44:49

1M ago44:49

44:49

Get ready to riff with Jared on another Pop Culture Thursday direct from Delray Beach! Fueled by coffee and headlines, JTrain dives into the week’s juiciest Page Six stories, whether it’s Taylor Swift engagement gossip, Dancing with the Stars casting chaos, or the Kardashian parenting police. Expect tangents, playful cynicism, and a few “just ooze,…

1
SPI 888: What's Working in Affiliate Marketing Right Now 46:12

1M ago46:12

46:12

#888 You don't need a following to win big online. With algorithms pushing content to targeted audiences, you can serve and earn right away. All it takes is connecting people in search of solutions with the tools and resources to solve their problems. This is the key to affiliate marketing! But how much can you make recommending products? Here's so…

1
How to Throw the Best Dinner Party with Jake Cohen CHIT CHAT WEDNESDAY - The JTrain Podcast with Jared Freid 38:25

1M ago38:25

38:25

Jared welcomes chef/host/NYT bestseller Jake Cohen to Chit Chat Wednesday to talk all things dinner parties and his new book, Dinner Party Animal. They swap hosting secrets, from timelines and grocery lists to the “that-was-tonight?!” emergency menu (hello, baked gnocchi and roast chicken dreams). Jake makes the case for “friend-luck”: invite your …

1
227. Baking it Down - Do NOT Teach a Cookie Class (this way) 1:12:14

1M ago1:12:14

1:12:14

Send us a text 🛑 Do Not Teach a Cookie Class! - (If you plan on making these mistakes) In this week's Baking it Down Podcast - Episode 227 - Do NOT Teach a Cookie Class (this way), Corrie and I list out the things we wouldn't do if we were getting into cookie classes (yeah, yeah - the title is a bit of a clickbait, but hey, we're marketers, right?)…

1
Rooms that aren't ready, Praying on planes, and being called a "complainer - TICKED OFF TUESDAY - The JTrain Podcast with Jared Freid 34:33

1M ago34:33

34:33

Ticked Off Tuesday rolls in from Providence with listener gripes and a few of Jared’s own! We get sentimental over Lee Corso’s final mascot pick and call out the “even as a Badger fan…” homerism that followed. There’s a Marriott check-in limbo, complete with seven-minute lobby purgatory and vague updates. A three-hour Hozier marathon hijacks a salo…

1
Help Me! I Keep Fantasizing about my Ex! - MONDAY MAILBAG - The JTrain Podcast with Jared Freid 37:35

1M ago37:35

37:35

Happy Labor Day! Dating feels like job hunting, virginity confessions in your late 20s, and rebound sex that won’t leave your head just another Monday with Jared on the JTrain. Between emails, Jared riffs on life from the road, comedy headaches, and whatever else sets him off that week. It’s equal parts advice, rants, and oversharing, the kind of s…

1
SPI 887: The Long-Haul Leader with Chris Ducker 45:37

1M ago45:37

45:37

#887 Hustle culture was wrong. Entrepreneurship is not about growth at all costs, and it's not about sacrificing your health for the sake of success. In fact, you'll never build a sustainable business if you're always running on fumes! In this episode, my good friend Chris Ducker returns to the show to share a powerful reminder on the dangers of bu…

1
Taylor Swift Gets Engaged! Travis Designs The Ring, Where'd the Engagement Happen? And what did their ex'es post? - POP CULTURE THURSDAY - The JTrain Podcast with Jared Freid 34:41

1M ago34:41

34:41

This week’s Pop Culture Thursday is all about, who else? Taylor Swift and Travis Kelce! Jared, aka the JTrain, is sifting through every Page Six headline and serving up his signature mix of eye rolls, laughs, and oddly specific analogies (salsa discourse included). From private-but-not-really-private wedding rumors to engagement ring drama that’s a…

1
SPI 886: What's Working on Email Newsletters Right Now 34:40

1M ago34:40

34:40

#886 What if I told you that someone sharing vocabulary tips gets millions of email opens per month and makes seven figures? How about if I said someone's keto recipes for bodybuilders newsletter just earned them a new house in Malibu? Listen in on this session because a quiet email revolution is happening under the radar. Let's pull back the curta…

1
Green Room Hang Gone Wrong with Dan Soder - CHIT CHAT WEDNESDAY - The JTrain Podcast with Jared Freid 51:09

1M ago51:09

51:09

This week on The JTrain Podcast, Jared is joined by comedian Dan Soder for a classic Chit Chat Wednesday. They kick things off with laughs about body types, ranch dressing, and upcoming shows before diving into a wide-ranging conversation. Dan shares his fitness routine, stories from life on the road, and why he prefers hanging out with eager new c…

1
226. Baking it Down - Podcast Guests Heather Brookshire and Kim Sims! 1:27:33

2M ago1:27:33

1:27:33

Send us a text 👭 Podcast Guests! - Meet Heather Brookshire and Kim Sims. In this week's Baking it Down Podcast - Episode 226 - Podcast Guests Heather and Kim, you asked for less Heather and Corrie, and now you get Heather and Kim! Close enough, right?! Heather and Kim are self-titled "ESBs" - emotional support bakers - and really break down the val…

1
Bacon Packaging, Water Bottles, and Plastic Silverware - TICKED OFF TUESDAY - The JTrain Podcast with Jared Freid 40:09

2M ago40:09

40:09

Jared is back with another Ticked Off Tuesday, diving headfirst into life’s little annoyances like why bacon still isn’t packaged with a zip-top, gyms doubling as water bottle obstacle courses, and grocery store shoppers who treat the aisles like a family reunion. Along the way, he shares his undying love for Trader Joe’s peanut butter pretzel nugg…

1
How to make friends in your 30s - MONDAY MAILBAG - The JTrain Podcast with Jared Freid 34:03

2M ago34:03

34:03

Jared is back on the mic for another Mailbag Monday, bringing laughs straight from sunny Delray Beach. He recaps a dream weekend of shows in Denver, previews sold-out stops in Providence and Boston, and drops fresh tour dates all over the map. He delves into classic listener emails, covering the tricky world of post-breakup dating and even how to m…

1
T-Shirt Guns, Divorce Settlements, and Kiss Cams - POP CULTURE THURSDAY - The JTrain Podcast w Jared Freid 44:21

2M ago44:21

44:21

In this week’s Pop Culture Thursday, Jared dives right into a mix of pop culture headlines, from Julia Fox’s confusing sexuality “clarification” to the oddly awkward obituary of TikTok star John Crawley, better known as “King Beard X.” He jokes about how embarrassing it would be if his own comedy nicknames showed up in his obituary. Things get wild…

1
SPI 885: What's Working on Social Media Right Now 29:33

2M ago29:33

29:33

#885 Social media isn't social anymore, it's just media. This fundamental shift is already having a massive impact on our results as creators and entrepreneurs. So what are the strategies that can help us master these online platforms? While we might be tempted to chase the latest trends and copy what everyone else is doing, that's not the key to s…

1
How Kris Jenner Changed Michael Yo’s Career - CHIT CHAT WEDNESDAY - The JTrain Podcast w Jared Freid 40:51

2M ago40:51

40:51

On this episode of the JTrain Podcast, Jared welcomes comedian Michael Yo for a fun and wide-ranging chat. They laugh about Jared’s Golden Bachelor cameo, Michael’s time at E! News during the height of the Kardashian era, and how Kris Jenner helped launch him into reality TV. Michael also shares how Chelsea Lately jump-started his comedy career and…

1
225. Baking it Down - Diamond Demand 1:11:18

2M ago1:11:18

1:11:18

Send us a text 💎 Diamond Demand - Sifting through the competition. In this week's Baking it Down Podcast - Episode 225 - Diamond Demand, we're telling EVERYONE they need DIAMONDS right NOW. 💎💎💎💎 Just kidding - this is just an analogy, so before you make this into something it's not - we're not talkin' about the diamond industry or bl🩸ood diamonds -…