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On the show
From 1 epsHost
Recent guests
Recent episodes
EP 70: Tony Raines
Apr 15, 2026
1h 07m 49s
EP 69: Olivia Kaiser & Theo Campbell
Dec 23, 2025
1h 27m 53s
EP 68: Yeremi Hykel
Dec 16, 2025
1h 02m 20s
EP 67: Jordan Wiseley
Nov 25, 2025
1h 34m 04s
EP 66: Cara Maria Sorbello
Nov 18, 2025
59m 29s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 4/15/26 |  EP 70: Tony Raines✨ | The Challengeparenting+3 | Tony Raines | — | — | Tony RainesThe Challenge+4 | — | 1h 07m 49s | |
| 12/23/25 |  EP 69: Olivia Kaiser & Theo Campbell | Challenge Champ Olivia Kaiser and Theo Campbell join me to talk about how they started dating, Vets & New Threats, the issues with Michaela and more!Dylan Deckard's Social Media Links: Podcast Instagram: https://www.instagram.com/chillinwithdylanpod/Instagram: https://www.instagram.com/thedylandeckard/TikTok: https://www.tiktok.com/@dylan.deckard?lang=enOlivia Kaiser & Theo Campbell's Social Media Links: Olivia's Instagram: https://www.instagram.com/oliviaannkaiser/?hl=enTheo's Instagram: https://www.instagram.com/theo_campbell91/?hl=enTheo & Olivia on YouTube: https://www.youtube.com/@TheoandOliviaBecome a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 1h 27m 53s | ||||||
| 12/16/25 |  EP 68: Yeremi Hykel | Yeremi joins me after winning Vets & New Threats, aka his ROOKIE SEASON of The Challenge! We talk about winning as a rookie, his partnership with Olivia, passing Turbo and Sydney on the mountain, and more!Dylan Deckard's Social Media Links: Podcast Instagram: https://www.instagram.com/chillinwithdylanpod/Instagram: https://www.instagram.com/thedylandeckard/TikTok: https://www.tiktok.com/@dylan.deckard?lang=enYeremi Hykel's Social Media: InstagramBecome a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 1h 02m 20s | ||||||
| 11/25/25 |  EP 67: Jordan Wiseley | The 5 Time Challenge Champ joins me to talk about season 40, why he never wants to return to The Challenge, Tori Deal, and more!Dylan Deckard's Social Media Links: Podcast Instagram: https://www.instagram.com/chillinwithdylanpod/Instagram: https://www.instagram.com/thedylandeckard/TikTok: https://www.tiktok.com/@dylan.deckard?lang=enJordan Wiseley's Social Media Links: Instagram: https://www.instagram.com/jordan_wiseley/?hl=enChamp Camp: https://www.eventbrite.com/e/champ-camp-orlando-tickets-1935964585189Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 1h 34m 04s | ||||||
| 11/18/25 |  EP 66: Cara Maria Sorbello | Cara Maria returns to talk about her break from the show, leaving on season 41, where she stands with Tori and Jordan and more!Dylan Deckard's Social Media Links: Podcast Instagram: https://www.instagram.com/chillinwithdylanpod/Instagram: https://www.instagram.com/thedylandeckard/TikTok: https://www.tiktok.com/@dylan.deckard?lang=enCara Maria Sorbello's Social Media Links: Instagram: https://www.instagram.com/misscaramaria/?hl=enTikTok: https://www.tiktok.com/@misscaramaria?lang=enBecome a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 59m 29s | ||||||
| 11/14/25 |  EP 65: Michaela Bradshaw | Michaela Bradshaw joins me to talk about Survivor, her time on The Challenge, Vets and New Threats and more!Dylan Deckard:Instagram: Click HerePodcast Instagram: Click HereTikToK: Click HereMichaela Bradshaw: Instagram: Click HereBecome a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 1h 20m 25s | ||||||
| 11/7/25 |  EP 64: Rachel Reilly Villegas | Rachel Reilly joins me back on the Chillin with Dylan Podcast to talk all things Big Brother!Dylan Deckard:Instagram: Click HerePodcast Instagram: Click HereTikToK: Click HereRachel Reilly Villegas:Instagram: Click HereTikTok: Click HereBecome a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 56m 28s | ||||||
| 4/21/25 |  EP 63: Sam McGinn | Sam joins me to talk about her time on All-Stars 5, why we haven't seen her since Battle of the Seasons II, why her and Frank didn't speak for 7 years and more!Dylan Deckard:Podcast IG: https://www.instagram.com/chillinwithdylanpod/Instagram: https://www.instagram.com/thedylandeckard/Twitter: https://twitter.com/thedylandeckard?ref_src=twsrc%5Egoogle%7Ctwcamp%5Eserp%7Ctwgr%5EauthorTikTok: https://www.tiktok.com/@dylan.deckard?lang=enSam McGinn: Instagram: https://www.instagram.com/samrw26/Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 1h 23m 22s | ||||||
| 1/16/25 |  EP 62: Derek Chavez | Derek joins me on the pod to talk Real World: Cancun, his return on All-Stars and getting 2nd place on Battle of the Era's!Dylan Deckard:Podcast IG: https://www.instagram.com/chillinwithdylanpod/Instagram: https://www.instagram.com/thedylandeckard/Twitter: https://twitter.com/thedylandeckard?ref_src=twsrc%5Egoogle%7Ctwcamp%5Eserp%7Ctwgr%5EauthorTikTok: https://www.tiktok.com/@dylan.deckard?lang=enDerek Chavez: Instagram: https://www.instagram.com/d.e.r.e.k.c/?hl=enBecome a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 56m 53s | ||||||
| 11/24/24 |  EP 61: Nia Moore | Nia comes back on the pod to talk The Challenge 40, Kyland & Josh, Laurel vs everyone, and more!Dylan Deckard:Podcast IG: https://www.instagram.com/chillinwithdylanpod/Instagram: https://www.instagram.com/thedylandeckard/Twitter: https://twitter.com/thedylandeckard?ref_src=twsrc%5Egoogle%7Ctwcamp%5Eserp%7Ctwgr%5EauthorTikTok: https://www.tiktok.com/@dylan.deckard?lang=enNia Moore:Instagram: https://www.instagram.com/therealniamoore/?hl=enBecome a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 33m 09s | ||||||
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| 9/7/24 |  EP 60: Paulie Calafiore | Paulie joins me back on the pod to talk season 40, where he and Cara Maria stand now and more!Dylan Deckard:Podcast IG: https://www.instagram.com/chillinwithdylanpod/ Instagram: https://www.instagram.com/thedylandeckard/ Twitter: https://twitter.com/thedylandeckard TikTok: https://www.tiktok.com/@dylan.deckard Medium (Blog): https://medium.com/@thedylandeckard Paulie Calafiore:Instagram: https://www.instagram.com/paulcalafiore_/?hl=enBecome a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support. | 39m 01s | ||||||
| 7/18/24 |  Love Island USA 6 - Exit Interview w/ Sydney Leighton | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Sydney from Love Island USA 6 joins me to talk about her time on the show!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterSydney Leighton's Social Media Links: - Instagram | 23m 36s | ||||||
| 7/13/24 |  EP 59: Chauncey Palmer | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Dylan is joined by Chauncey Palmer from The Challenge to talk about season 40, Amber, Battle for a New Champion and more!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterChauncey Palmer's Social Media Links: Instagram | 34m 54s | ||||||
| 7/3/24 |  Love Island USA 6 - Exit Interview w/ Connor Newsum | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Connor from Love Island USA 6 joins me to talk about her time on the show!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterConnor Newsum's Social Media Links: - Instagram | 23m 19s | ||||||
| 6/30/24 |  The Valley - Episode 12 Recap & Thoughts | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.The Valley Episode #12Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterPaige's Social Media Links:Most Likely Two Pod InstagramPaige's TikTokPaige's Medium Profile (Blog) | 13m 57s | ||||||
| 6/30/24 |  The Valley - Episode 11 Recap & Thoughts | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.The Valley Episode #11Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterPaige's Social Media Links:Most Likely Two Pod InstagramPaige's TikTokPaige's Medium Profile (Blog) | 12m 24s | ||||||
| 6/25/24 |  Love Island USA 6 - Exit Interview w/ Hannah Smith | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Hannah from Love Island USA 6 joins me to talk about her time on the show!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterHannah Smith's Social Media Links: - Instagram | 17m 25s | ||||||
| 6/16/24 |  Vanderpump Rules (Season 11) Reunion Part 3 - Recap & Thoughts | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Reunion Part 3!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterPaige's Social Media Links:Most Likely Two Pod InstagramPaige's TikTokPaige's Medium Profile (Blog) | 34m 55s | ||||||
| 5/26/24 |  The Valley - Episode 10 Recap & Thoughts | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Dylan and Nadine recap the newest show on Bravo, The Valley!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterNadine's Social Media Links: Instagram | 11m 46s | ||||||
| 5/26/24 |  Vanderpump Rules (Season 11) Reunion Part 2 - Recap & Thoughts | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Reunion Part 2!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterPaige's Social Media Links:Most Likely Two Pod InstagramPaige's TikTokPaige's Medium Profile (Blog) | 15m 34s | ||||||
| 5/26/24 |  The Valley - Episode 9 Recap & Thoughts | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Dylan and Nadine recap the newest show on Bravo, The Valley!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterNadine's Social Media Links: Instagram | 13m 25s | ||||||
| 5/25/24 |  Peacock's Love Undercover - Finale Interview w/ Renee Ash | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Renee from Love Undercover joins Dylan to talk about her time on the show!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterRenee Ash's Social Media Links: - Instagram | 16m 53s | ||||||
| 5/25/24 |  Peacock's Love Undercover - Finale Interview w/ Brittany Gibson | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Brittany from Love Undercover joins Dylan to talk about her time on the show!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterBrittany's Social Media Links: - Instagram | 13m 39s | ||||||
| 5/25/24 |  Peacock's Love Undercover - Finale Interview w/ Sofia Quinteros | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Sofia Q from Love Undercover joins Dylan to talk about her time on the show!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterSofia Q's Social Media Links: - Instagram | 13m 54s | ||||||
| 5/25/24 |  Peacock's Love Undercover - Finale Interview w/ Abby Kowal | Become a supporter of this podcast: https://www.spreaker.com/podcast/chillin-with-dylan--5842699/support.Abby from Love Undercover joins Dylan to talk about her time on the show!Dylan Deckard Social Media Links:Chillin with Dylan InstagramDylan Deckard InstagramDylan Deckard TikTokDylan Deckard TwitterAbby Kowal's Social Media Links: - Instagram | 13m 50s | ||||||
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