Jack and Cathy

The Jack and Cathy (Shit) Show

Society EN ↓ 134 episodes

Hey, it's Jack and Cathy, and welcome to our Shit Show. We give you a front-row seat to the roller coaster of love. Marriage. Divorce. Starting again. Finding each other when it seemed impossible. Ever wonder what happens after the dating frenzy? We spill the beans on navigating relationships - the good, the bad, and the hilarious. Join us for real talk, anecdotes, and lessons on keeping the flame alive in the second act. It's not just a podcast; it's a guide to making love last. Subscribe for a laugh and some practical tips on thriving in the messy, beautiful world of lasting love.

Author

Jack and Cathy

Category

Society

Podcast website

www.enatahomes.com

Latest episode

Jun 18, 2026

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Episodes

Episode 33: The Erin Timm (finally) Interview 27.01.2023

In this episode ... Erin is one of our most loyal Shit Show Fans. Has been following us on Instagram and listening to the Shit Show the moment we recorded our first podcast. We have been dying to get her on our show. And here she is. Of course, Jack's computer kept crapping out which led to half of the video missing (the Shit Show podcast is paying us yet so we muddle along). Perhaps if a sponsor...

Episode 32: The Terri Luna Interview 25.01.2023

In this episode ... We meet with new friend, Terri Luna, to discuss her new podcast, The Single Life; 50 and Beyond. There was a ton to share particularly on the dating front. We  all know it's never easy to date despite the amazing online tools that have broken down so many dating barriers (location, etc.). Because ...  People have their habits and quirks and no matter the best dating a...

EPISODE 31: The Start of Season Deux 10.01.2023

In this episode ... We celebrate the start of our second season, reminiscing for a bit on how far we've come both as a couple and with this podcast. It's been an interesting journey creating this podcast. We never quite new what to expect. And now, it's become a part of lives ... an important part of our lives.  And so begins Season Deux. Thanks for listening. J and C Recorded January 8, 2023

EPISODE 30: The 2022 Season Finale! 31.12.2022

In this episode ... We celebrate a full year of podcasting by answering your questions.  Who woulda thunk we'd actually produce 30 Episodes.  From conversations about our dating lives to challenges we face to The Sex Talk episode, we've had more fun than you could possibly imagine.  Best yet, we were able to have our Engineer, Producer and Daughter extrordinaire, Ki, join us for the...

EPISODE 29: The Stress of the Holidays 27.12.2022

In this episode ... We spent one Saturday morning watching RomComs on the advice of @clairenotdanes (Cathy stumbled into her on TikTok).  A few hours later, we traveled to the Pabst Mansion (enjoyed the day. Essentially Cathy took Jack on a tour of Milwaukee hot spots he's never seen.  But that's not the point of the podcast ...  Holidays can create stress and in divorced families t...

EPISODE 28: The Big Reveal 08.12.2022

In this episode ...   After watching a TikTok where Abby Wambach and Glennon Doyle discuss pet peeves and whether or not to share towels, we got inspired.    No relationship is perfect and no two people will agree on everything.    We revealed to each other - for the first time during the episode - those things that might be a bit annoying.    You will easily rel...

EPISODE 27: The 10 Year Plan 01.12.2022

In this episode ... Cathy wants to create 1-year, 3-year and 10-year plans. Jack can't see past this weekend.  We find a way to talk through planning our future and leaving space for change or whatever may happen.  Planning is always such a balancing act. How do you set goals and keep yourself fluid and open to things you never considered.  Well, perhaps listening to our most recent...

EPISODE 26: The Romance of Relationship Contracts 24.11.2022

In this episode ... We count our time together in the way new parents talk about the age of their infants. We are in our 16th month. During this time we've taken on quite a bit - if you've listened to any of the podcasts, you understand. With building our life together we've decided to get with accountants and lawyers. To us it makes perfect sense. We met having our on assets, we've now combined f...

EPISODE 25: The Stories We Create 15.11.2022

In this episode ... Jack is hitting a wall. The house remodel is becoming overwhelming and it having its affect on their relationship. It seems - at least to Jack - that every moment is spent dedicated to finishing work projects. And Cathy is masterful at calming Jack's energy. Not always an easy thing to do. Listen carefully to this episode. There's some real struggle heard in Jack's voice. And t...

EPISODE 24: The Impact of Other Relationships 07.11.2022

In this episode ...  We finally get back on track with our podcasts after a much-needed break for each other (and all the projects in our lives). So we dive in and talk about what we believe it means to be dedicated and committed to one another especially as it pertains to others that may get in the way of the relationship. We share a mantra: Team Us, and this podcast explains that mantra. Re...

EPISODE 23: The Sex Talk 02.10.2022

In this Episode ... One Sunday afternoon, after dodging rain drops at the Elkhorn Flea Market, we thought the best way to spend the rest of the day was at a bar with friend (and "Shit Show" fan), Erin. As a parting gift, Erin gave us a question game for couples titled, Let's Get Deep: After Dark Expansion Pack.  The questions ask couples to discuss and explore the intimate side of their relat...

EPISODE 22: The Challenge of Change 20.09.2022

In this episode ... We talk about the challenge of change. Change is not easy and yet, it can be quite simple.  Change means doing hard things. Easy never happens for anyone. Those that "do hard things better" seem to make things look easy. Oh and guess what? Jack loses his Warby Parker Sunglasses ... again! Cathy needs to remind him of what the loss means.  Recorded September 12, 2022

EPISODE 21: The Chat with Mackenzie and Sam 08.09.2022

In this episode ...  We sit down and talk with Cathy's daughter, Mackenzie, and Mackenzie's boyfriend, Sam. These two have been hanging out together for more than two years and share deep-end-of-the-pool stories of their relationship, their challenges and their growth. They also discuss their latest adventure: traveling the country getting to know themselves while fulfilling some wanderlust c...

EPISODE: 20: The Cold Brew Conversation 27.08.2022

In this episode ... We started the morning with a cold brew, totally jacked-up on caffeine, and decided that it would be a good time to record Episode 20.  Definitely a bit more energy that even we anticipated.  But that wasn't the point of the podcast.  We quickly morph to a conversation about healthy eating and, well ... we aren't too proud of our bad habits.  Enjoy. Recorded...

EPISODE 19: The Warby Parker Moment 20.08.2022

In this episode ...  In a very strange series of events that involved Jack's Warby Parker sunglasses, we learned a valuable lesson in patience and not getting too attached to the events that make life unfold day-to-day. It all starts with a conversation about buying a used car. Recorded August 14, 2022

EPISODE 18: The Camping Trip 31.07.2022

In this episode, we take a long-awaited camping trip. Not a glamping trip, to be sure.  We brought paddle boards, mountain bikes, and the usual camping gear: tents, firewood. etc. All seemed to be going well until we went single-track riding Friday morning. Listen in to learn more ... Recorded 7/24/2022

EPISODE 17: The 30 Longest Hours 21.07.2022

In this episode, we share a emoment in our relationship where we went nearly 36 hours barely speaking to one another.  Sometimes, especially as you get a bit older like us, you can fall back to old habits; we both went to our bad places when a few topics lit some fires we didn't expect.   However ... We are committed to this relationship and decided to talk it out, in a way where we both...

EPISODE 16: The Santa Barbara Challenge 12.07.2022

In this episode, Cathy gets an amazing, last-second invitation to shoot some ads for a long-term client (she's a model, you know ...) in wonderful Santa Barbra, CA. And she asked Jack to join her (his job gives him work-from-anywhere flexibility). Plus, it was their anniversary so they both thought they'd enjoy a Cali trip to celebrate. Seems simple enough, right? Well, for Jack it wasn't quite th...

EPISODE 15: The Dancing Crossing Guards 02.07.2022

In this Episode, we discuss so many topics: Cathy chats about the meaning of spirituality, Jack rambles on about relationships and learning and both of us laugh about the way in which we keep our relationship alive and fun by creating small, memorable moments. Which led us to be The Dancing Crossing Guards. Oh and yes ... we are still sleeping on the couch (though getting closer to having our upst...

EPISODE 14: The Couch Session 19.06.2022

In this episode, we ramble on and on and on basically about nothing. Or perhaps mostly talking about the challenges we placed on our relationship by buying the house.    Since taking on the remodel while managing our normal work lives, we've challenged our relationship perhaps a bit more than we expected. Still, all is OK and good; we're simply tired.    Of sleeping on the couc...

EPISODE 13: The Spontaneous Life 31.05.2022

In this episode, we talk about living life to the fullest in a way that we know best: Spontaneity. We are truly a spontaneous couple. If we have an idea, we run with it. Last-second concerts, trips, sporting events ... you name it we do it. And while that approach to life might not be for everyone, it works for us and we talk about how we make it work and why it's so important to our lives.  ...

EPISODE 12: The Chat with Alex and Sam (Newly Engaged Couple) 13.05.2022

In this episode, we meet with Alex and Sam a young couple from Oregon recently engaged. Well, they're more than a couple from Oregon: it's Jack's daughter and her fiance, Sam. Amazing insight from this amazing couple on their relationship journey.  We were SO excited to have a long chat with them and hope you will, too.  Recorded 4/29/2022

EPISODE 11: The Need for Gratitude 30.04.2022

In this episode, we weren't sure what to talk about just minutes before we pressed "RECORD."    And then suddenly we found ourselves caught up in the topic of  Gratitude. It's a topic that drives our relationship and not a day goes by when we aren't grateful for so many things.    Recorded 4/25/2022

Welcome to Us! 22.04.2022

Welp ... this is what we sound like when we are trying to record our intro. Welcome aboard! Hope you enjoy. #jackandcathyshitshow #getpaired

EPISODE 10: The Need for Micro-Connections 21.04.2022

In this episode, we go to the deep end of the pool.  After watching a Tik-Tok video conversation between Jay Shetty and his wife Radhi, Cathy is mesmerized by what Jay said and it sparked a podcast about love, love languages and a term we created called, Micro-connections (maybe we didn't create it. We're not sure). As a couple, we go to the deep end of the pool all the time - offline and oft...

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