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Desolate Dating
Desolate Dating is a storytelling podcast about relationships in rural America, where the dating pool is limited and your social circles rarely reset. Hosted by radio personality Haylie Shipp. Launching Fall 2026.
www.TinyURL.com/DesolateDating
Episodes
12 episodes
Your Soulmate Needs a Wire Transfer
Could your online soulmate actually be a professional scammer? One Montana woman lost more than $200,000 to a romance scam, and her story is just one example of how sophisticated online dating fraud has become.On this episode of Deso...
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Delulu on the Prairie
Are your dating standards actually reasonable... or are you a little delulu?This week on Desolate Dating, we're talking about dating standards, unrealistic expectations, and those lists we build when we're looking for a partner, e...
Cinderella Flees the Shanty
What does dating look like when you live in rural Montana, everybody knows everybody, and your dating pool feels incredibly small?For Greg and Alysia Mosness, finding love in a small town happened when neither of them expected it. Alysia...
Maggots, Missing Groceries, and Accidental Incest
Even a bad date gives you a good story.After a couple of heavier episodes, we’re lightening things up with three dating stories that could probably only happen in Desolate Dating territory.First, Haylie has a date over to her hous...
Rejection and Other Small-Town Spectator Sports
Rejection sucks. There’s really no sophisticated way to say it.And when you’re dating in a small town or rural space, getting rejected can feel even more personal because sometimes it feels like you have an audience. Who knows? Who’s tal...
You Should Probably Know This About Me
The highly redacted story of how I got here and why Desolate Dating exists.This episode of Desolate Dating is different.No guest. No interview. Just me, sharing a little of the story behind this podcast and why conversation...
Wear the Damn Ring w. The Farm Babe
What happens when the Farm Babe talks less about farming and more about dating?Michelle Miller, better known as the Farm Babe, joins Desolate Dating for a candid and funny conversation about rural dating, dating apps, long-distance relat...
Seven Minutes in Miles City
What do you do when you’re single, living in a small town, and wondering where exactly all these supposedly eligible people are hiding?If you’re Katie Rae Allison, you create your own speed dating event.Katie joins me from Miles C...
Loud Chewers in Moose Jaw
Grab a stool and pour yourself a drink. It’s time for Desolate Dating: After Hours.This time, we’re heading north of the border to Eyebrow, Saskatchewan, for a very unscientific look at rural dating with musician, farmhand and r...
Can't Keep a Caveman Down
Why do we keep looking for love, even when we have full, happy lives on our own?In this episode of Desolate Dating, Haylie sits down with Joanne Hynes, a licensed clinical social worker in Glendive, Montana, to talk about why th...