The Jamie Kennedy Experience | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Release Date: 09/08/2025
Karmic Debt is Real | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! It’s a classic gab sesh, as the girls get into money and relationships and RHOBH and Ultimate Girls Trip S1! Plus, some rapid fire prevails opinions on foods, women writing, and more! “If they have no skills, they’re probably not going to pay you back.” Thank you to our sponsors! Wayfair: Find it all for way less at Beam Kids: Get 35% off plus 2 free gifts at and use the code HUMBLE at checkout Rula: Connect with quality therapists and mental health experts who specialize in you at #rulapod Oneskin: Get 15% off...
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The Jamie Kennedy Experience | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! This week, we welcome Gen X icon and pink haired legend Jamie Kennedy to the pod! They get into everything, from favorite hip-hop songs, deviously stealing croissants from Jeff Lewis, and kids these days, to whether AI is going to take over the world! You will soooo not want to miss this one! “I mean, you’re insane…” “Thank you, that’s a compliment!” 00:00 - Hi Jamie!!!! 01:47 - How We Met 03:48 - Growing Up In Philly/Moving To Cali 09:57 - Hero Bread 11:24 - Favorite First Hip Hop Songs 12:27 -...
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PenPals with Rihanna | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! This week, the girls get into their worst run-ins with celebrities, what it’s like DMing/being basically best friends with Rihanna, the Coldplay CEO, aging gracefully, doing drugs on the Simpsons ride at Universal and soooo much more! You won’t want to miss it!!!! Xoxo, Humble Brag “One minute I’m getting blown off by Sharon Stone, the next I’m getting a DM from Rihanna!” Thank you to our sponsors! Cornbread Hemp: Save 30% on their first order! Just head to and use code HUMBLE at checkout Listen to us on Apple: ...
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Justin Sylvester - The Power of Housewives | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! This week we are joined with the icon, the diva, the legend JUSTIN SYLVESTER himself!! The girls get into everything with him, from his journey to LA, interviewing with a topless starlet, and early RHOBH lore (Justin told Kyle about Camille?!) to cancel culture, how everything was so much more fun in the 2000s, LA private school dynamics, and more! If you guys miss this one… honestly that’s on you and your day will be a lot less fun! Sorry honey, just being honest! XOXOXO - Humble Brag “You told Kyle about...
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Cynthia Clears Up RHOA Casting Rumors | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! Crystal is back from Japan for the third time this year and we are so not jealous! Cynthia never left, but the bangs are back and they look incredible! The girls break down Bar Mitzvah gifting, Crystal shares some more hot travel tips and reminisces on her time in Japan, and Cynthia clears up some hot RHOA rumors! You don’t want to miss this one! “You are actually one giant Minkoff” Thank you to our sponsors! Wix: Click this link to start your free trial with Wix Wayfair: Shop outdoor furniture, grills, lawn games, and WAY more for...
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Thongs R Us | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! This week, the girls get into thongs, boobs, butts, cats, dogs, stripper names, bags, Cry Babies, Noelle’s recital, weed and more! Plus, a What’s In My Bag tour! You won’t want to miss it dear humble braggers… “This is gonna get us cancelled” Thank you to our sponsors! Wayfair: Shop outdoor furniture, grills, lawn games, and WAY more for WAY less. Head to right now to explore a HUGE outdoor selection Quince: Go to for free shipping on your order and 365 day returns Rula: Connect with quality therapists and mental health...
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Where in the World is Kathy Ireland? | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! This week is maybe the best episode yet… The let them theory is discussed, as well as goth phases and their respective communities, emoji’s, Housewives taglines, and more! But the main event? A deep dive of the highest stakes into the diva, icon, and legend that is Kathy Ireland! And, as always, Humble Brags of the week. You won’t want to miss it! “I think the Goth community works, for sure.” Thank you to our sponsors! Hero Bread: Hero Bread is offering 10% off your order. Go to and use code HUMBLE at checkout ...
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RHOA Reunion Recap | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! This week, the girls get into alllll the tea from the Real Housewives of Atlanta Reunion… what did Cynthia think about Brit skipping? Are Porsha and Shamea good? Also, they get into Next Gen NYC, Crystal’s relationship to babysitter Ava Dash and if Noelle is going to do Next Gen LA! Plus, updates on Cynthia’s Weight Watchers and Crystal’s drinking journeys. But Most Importantly… bestie AMY SENT A GIFT!!! IT’S THE UNBOXING OF THE CENTURY!!!! YOU WILL ABSOLUTELY NOT WANT TO MISS A SECOND!!! We love u Amy <3 “AMYYYYY!!!!”...
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My Bellybutton is a Portal | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! This week the girls have an epic chit chat sesh covering topics including, but not limited to, detoxing from drinking, vices & guilty pleasures, McDonalds, whole milk, hoarding clothes, linen shorts, bougie bat mitzvah’s, and more! You will not want to miss it xoxoxoxoxoxo “I don’t want to be with you on sober days.” Thank you to our sponsors! Honeylove: Save 20% off Honeylove by going to ! #honeylovepod Square: Get up to $200 off Square hardware when you sign up at Mint Mobile: Get your 3-month Unlimited wireless plan...
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Shoutout to the Bang Community | Humble Brag w/ Crystal Minkoff & Cynthia Bailey
Humble Brag with Crystal and Cynthia
Welcome back to Humble Brag with Crystal and Cynthia! This week the girls recap their 4th of July escapades, the i c o n i c Nene interview, and Crystal presenting Cynthia with an AWARD! Plus, Cynthia joins the Labubu hive with her dearest darling Hehe and gets educated on the lore of her girl, the ladies give some flowers to the Bang Community, talk about retirement plans, relationships, and more! As always, please like and subscribe, dear Humble Braggers! No… seriously… LIKE! And also SUBSCRIBE! Promise you’ll do it before listening??? Promise?!?!? If so, please enjoy at your...
info_outlineWelcome back to Humble Brag with Crystal and Cynthia!
This week, we welcome Gen X icon and pink haired legend Jamie Kennedy to the pod! They get into everything, from favorite hip-hop songs, deviously stealing croissants from Jeff Lewis, and kids these days, to whether AI is going to take over the world! You will soooo not want to miss this one!
“I mean, you’re insane…” “Thank you, that’s a compliment!”
00:00 - Hi Jamie!!!!
01:47 - How We Met
03:48 - Growing Up In Philly/Moving To Cali
09:57 - Hero Bread
11:24 - Favorite First Hip Hop Songs
12:27 - Becoming Jamie Kennedy
19:46 - Jamie’s History Of Reality TV
24:20 - Changes In Hollywood
30:12 - Jeff Lewis Croissant Scam
43:20 - Wayfair
44:37 - Quince
45:57 - Handling Hate
48:05 - Thoughts On AI
53:00 - Effects Of The Internet on Kids
01:05:28 - Jamie’s Podcast
01:06:14 - What’s Next For Jamie
01:10:23 - Byeeeee
Thank you to our sponsors!
Hero Bread: Hero Bread is offering 10% off your order. Go to hero.co and use code HUMBLE at checkout.
Wayfair: From comfy recliners to cozy bedding and autumn decor. Find it all for way less at Wayfair.com. Wayfair. Every style. Every home.
Quince: Keep it classic and cozy this fall cool—with long-lasting staples from Quince. Go to Quince.com/humble for free shipping on your order and 365-day returns.
Listen to us on Apple: https://podcasts.apple.com/us/podcast/humble-brag-with-crystal-and-cynthia/id1774286896
Listen to us on Spotify: https://open.spotify.com/show/4NWA8LBk15l2u5tNQqDcOO?si=1969186cabad4b21&nd=1&dlsi=c2e231d6c76a4711
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Humble Brag is an Envy Media Production.