The JackWagons

The Rabbit Hole Ramble

Society EN ↓ 61 episodes

Welcome to The Rabbit Hole Ramble, the podcast where spontaneity reigns, curiosity knows no bounds, and faith guides the way. Hosted by two friends Ray and Reuben, this show embraces the unexpected with no real agenda. Each episode, they explore daily life quirks, human nature, and reflections on faith, often leading down fascinating rabbit holes. With a promise of unfiltered dialogue, they don’t shy away from ‘saying the quiet part out loud.’ Join them for fresh perspectives, surprising insights, and plenty of laughs.

Author

The JackWagons

Category

Society

Latest episode

Jan 13, 2026

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Episodes

JackWagon start off Season 3 with the awareness of Joy 02.04.2022

The JackWagons are back in the studio for the accidental start of Season 3 of the Rabbit Hole Ramble. We laugh, celebrate the now, and discuss living now like you are looking backwards.  What would you miss about your current season?   REACH OUT TO UShello@rabbitholeramble.com   COFFEE SLINGERSwww. CoffeeSlingers.com/rabbitholeramble   HEALTH MARKETSWesley Holland C:405.640.6162 https://healthmark...

The JackWagons chase Wisdom 25.03.2022

In this sporadic episode, recorded in February, The JackWagons talk through wisdom and where it comes from and how to know if you are pursuing it.  Thanks for your patience during this crazy time with Ray's wife's cancer diagnosis. You can follower her journey at www. KristisWar.com   REACH OUT TO UShello@rabbitholeramble.com   COFFEE SLINGERSwww. CoffeeSlingers.com/rabbitholeramble   HEALTH MARKE...

Steve Cuss Manages the JackWagon’s Anxiety 04.02.2022

The JackWagons sit down with Steve Cuss, our long anticipated guest. Steve takes a look deep into the JackWagon's souls and exposes some of the anxiety that resides there. This is one of the best conversations we have had on the Rabbit Hole Ramble. We discuss anxiety, ethnicity, judgment, legalism, shadow side, critical self, parenting, starting fresh, transitioning, and much more. We also name St...

Rick Rolling, JackWagon of all trades, living in a different decade, receiving help, and special guest host 28.01.2022

The JackWagons sit down after a long break and discuss what's been up in their worlds. Ray has a strange sounding voice as Chris impersonates him. Reuben is confidently trusting and Chris steps into Ray's role easily. How would you like a 12 days of Ray calendar? Maybe that's coming soon?   hello@rabbitholeramble.com www.coffeeslingers.com/rabbitholeramble   Health MarketsWesley Holland C:405.640....

What‘s your word? What trail are you on? 17.12.2021

The JackWagons discuss the word of the year. Benefits, best practices, and direction. They also discuss Jesus and the Good News.   hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble   Health MarketsWesley Holland C:405.640.6162https://healthmarkets.com/wholland https://shop.healthmarkets.com/A51090 Jessica Holland C:425-249-1958 https://healthmarkets.com/jholland https://shop.heal...

Ear hair, elbow skin, olecranal skin, spiritual abuse, hoarders and a new sponsor 10.12.2021

The JackWagons hit the episode with the first 10 min of rambling about olecranal skin. What is that? listen to find out. They also discuss their reactions to the Rise and Fall of Mars Hill podcast. They also have a new sponsor. hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble   Health MarketsWesley Holland C:405.640.6162 https://healthmarkets.com/wholland https://shop.healthmark...

Soul Work, failure, self esteem, and rapid fire questions 03.12.2021

The JackWagons do some deep soul work as the walk through feelings of failure and stepping into the mess.  Can a tornado be stopped at its source? Aneesh hits the JackWagons with some hard questions that are left unsatisfying.   hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble

Happy Thanksgiving from the JackWagons 25.11.2021

We simply say thank you... ok, you knew it would be more ramble than that. We are grateful for you!   hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble

Classism, influence, rambles, and rapid fire questions 19.11.2021

The JackWagons ramble about classism, being out of place, and they  accidentally started Season 2 of the Rabbit Hole Ramble.   hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble

The Great Conversation with Aneesh and Swapna 12.11.2021

The JackWagons sit down with 2 physicians, Aneesh and Swapna. The conversation was philosophical and asked the question, "Who am I?"  We found some camaraderie in rambling with Aneesh. Swapna was even surprisingly outdone! :) Check out Aneesh's Podcast, Resiliency Rounds at https://www.resiliencyrounds.com/   hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble

Like Flavored Water, Plastic Mullets, Chameleons, and Choose Kindness with Friar Reuben 05.11.2021

The JackWagons discuss our attractions to chaos and outrage. Ray is trying to get Reuben to leave his hair growing over No Shave November so he can look like a Friar. They discuss Ray's Elvis Mullet. Why can we just choose kindness? Please leave us a 5 star rating and review on Apple Podcasts. Also, please share with your friends if you think they would enjoy the Rabbit Hole Ramble. hello@rabbitho...

Quick trip to Costa Rica, nostalgia, light up the night 29.10.2021

The JackWagons discuss Ray's quick trip to Costa Rica and how he felt after being gone so long. They also jumped into a couple holes about nostalgia, Halloween, and how Reuben loves to dress up 😂   hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble

I‘ll Pray For You 22.10.2021

The JackWagons discuss a common Christian phrase that is throw around with little regard.  Can we redeem the phrase, "I'll pray for you"?   hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble

Making decisions, hearing from God, the one, running over feet 15.10.2021

The JackWagons laugh way too much in this episode. They jump into several rabbit holes from multiverse to smashed toes and banged heads. They spend time discussing how to know if you've heard from God. Questions that cause anxiety like, did I marry the right person? Am I in the right vocation? Am I living where I am supposed to live?    hello@rabbitholeramble.com www.coffeeslingers.com/rabbitholer...

Making up for lost time (Episode 20.5) 12.10.2021

The JackWagons ramble about making up for lost time. The journey starts now, not weeks or even months ago. Give yourself and a break and ease back into the areas you've neglected.   hello@rabbitholeramble.com www. CoffeeSlingers.com/rabbitholeramble

Flawed memory and when nostalgia is bad 08.10.2021

The JackWagons publish their 20th episode. They discuss memory problems and how we all interpret memory differently. They also discuss tying experience to an object and how that affects our personal growth.   hello@rabbitholeramble.com   www.coffeeslingers.com/rabbitholeramble

The past that haunts us with Isaac Williams 01.10.2021

***warning*** we discuss sexual abuse in this episode. The JackWagons sit down with Isaac Williams, the owner of Coffee Slingers. We talk our past, relationships, healing, exposing the truth, telling our story, and walking with people through pain.    hello@rabbitholeramble.com instagram: @rabbitholeramble www.coffeeslingers.com/rabbitholeramble

Mental Health and working through anxiety with Toby Anderson 24.09.2021

The JackWagons sit down with Toby Anderson. He shares his journey of pain, discovery, putting your head down, and working through it all. He has found the value of therapy and counseling and wants the world to have access to great counseling. hello@rabbitholdramble.com insta @rabbitholeramble www. Chasewell.org www. Dhpcenters.com   Visit our great friends at Coffee Slingers! www. CoffeeSlingers.c...

You Belong - a discussion with Swapna Deshpande MD 17.09.2021

Ray & Kristi sat down with Swapna for a follow up podcast to discuss suicide prevention and awareness. They discuss adolescents, relationships, emotional bank, vulnerability, fear and belonging. Dr Swapna shares her thoughts on Self-compassion, self-care, and hope as well as witnessing suffering.   hello@rabbitholeramble.com insta: @rabbitholeramble www.swapnalivewell.com www.coffeeslingers.com/ra...

Episode 16 -- Discrimination, vulnerability, disappointment, and the gift of weakness with Todd Lollar 10.09.2021

The JackWagons sit down with Todd Lollar. They had a powerful conversation about discovering true power through weakness. Todd was born with Cerebral Palsy. He has overcome incredible challenges and battles throughout his life which led him to start www. MobilizeMinistries.com which uses our 4 spheres of influence to impact people with the message of Jesus. Check him out at https://mobilizeministr...

Episode 15 -- A Gentle challenge, the power of words, and roadside assistance with BigRob Clay 03.09.2021

The JackWagons sit down with BigRob Clay. He talks about the power of words, his career as a musician, author, and speaker.   hello@rabbitholeramble.com   www. CoffeeSlingers.com/rabbitholeramble   insta: @rabbitholeramble   Follow BigRob at www. Road2Love.org

Episode 14 -- Stalking, infertility, moving back home, and other rambles with Kristi 27.08.2021

Ray gets to hang out with his wife, Kristi and record episode 14. She rivals the JackWagons with her rambling. They talk stalking, infertility, adoption, and a bunch of other holes.   hello@rabbitholeramble.com   www.coffeeSlingers.com/rabbitholeramble   insta: @rabbitholeramble

Episode 13 -- Brutally Honest with Arthur Rhoton 20.08.2021

The JackWagons sit down with Arthur Rhoton. He tells us about his experiences as a missionary kid born and raised out of the United States. He is brutally honest with his experience with drugs, alcohol, witches, homelessness, suicide, family, church hurt, misunderstandings, spiritual journeys, and a whole bunch of other holes. Buckle up!

Episode 12 -- Tape burning, behavior modification and other important religious practices with Woody Burpo 13.08.2021

The JackWagons sit down with kindred JackWagon, Woody. We ramble on about camp, tape burning, growing up, pastoring, and common experiences even though we grew up in different denominations. Drop us a line at:hello@rabbitholeramble.com or DM us @rabbitholeramble www. CoffeeSlingers.com/rabbitholeramble

Episode 11 -- Death of Truth, Hell, Rapture, and scaring people into Heaven 06.08.2021

The JackWagons jump into the hole of the death of truth as they discuss the Evangelical view of the Rapture and scaring people into heaven. Ray has a different view as they fall into black holes. Hang on till the end - the last 5 minutes are pure rabbit gold.

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