ABOUT THIS PODCAST 🔗
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
Hosts:
Update frequency:
weekly
Average audio length:
27 minutes
Guest interviews
English
United States
12 episodes
since Aug. 6, 2026
episodic
LATEST EPISODE 🔗
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 Desolate Dating, Montana State Auditor and Commissioner of Securities…
PREVIOUS EPISODES 🔗
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, especially when you're dating in rural America and the…
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 was navigating life after divorce, raising two kids and pret…
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 house when she notices a few innocent-looking “caterpillars” in the kit…
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 talking? What are they saying? And why does it suddenly feel lik…
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 conversations about rural dating, loneliness, relationships and connection have become…
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 relationships, and what it’s actually like to look for love when y…
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 City, Montana, to talk about what happened when she and a friend dec…
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 rural bachelor Jolie Blue.
We’re talking six-hour round trips for dates…
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 the need for connection is so deeply wired into us and what happens when…
Disclaimer: The podcast and artwork embedded on this page are from Haylie Shipp, which is the property of its owner and not affiliated with or endorsed by Listen Notes, Inc.
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