The Date My Podcast

The Date My Podcast

The Date My: Podcast is an audio & video podcast broken up into 10-episode seasons, consisting of Jessica Walter helping one individual per season, AKA the “Dater,” potentially find love through a series of on-air dates. Jessica and the Dater, along with a few special guests (and, yes, actual experts), will explore and challenge the Dater's current relationship habits, while deep-diving into today’s world of singles, modern-day dating, and embracing those moments of fun, occasionally awkward, sometimes chaotic, but always meaningful...human connection.

Episodes

March 18, 2025 65 mins
We promised you updates. We promised you answers. So here we are with both! Jess & Kyle sit down together outside of the studio (inside of Kyle's apartment, to be specific) to update you on what's been going on outside of this show, as well as answering some (very) personal questions you asked them on the @DateMyPod Instagram AMA. 

Full video episode up on our YouTube channel now! Make sure to like & subscribe...
Mark as Played
The time has come. It's been a couple of months since Kyle and Tera have spoken, and also since Kyle dropped the bomb on us that there's another girl outside of the show that he's interested in pursuing. Is he officially dating this mystery girl now? Will she make an appearance on this episode? How did Tera feel about that entire interaction and text exchange after the date? (Spoiler alert: not great). If you haven't listened ...
Mark as Played
March 4, 2025 51 mins
A week after Kyle & Tera's diner date, Kyle is back in the studio with Jess to talk about how he felt their solo date went. He also drops a bit of a bomb that some of you may not be prepared for. That being said, please remember that when it comes to the world of dating -- things can sometimes get messy; feelings can be unpredictable, and all we can do is humans is navigate this journey of love and life the best we know ho...
Mark as Played
February 25, 2025 67 mins
Kyle & Tera go on their first solo date at Swinger's Diner and get to know each other a bit more outside of the podcast studio and, more importantly, without Jess sitting right next to them. Is this the beginning of a budding relationship? Do we think Kyle may have found his perfect match?

Full video episode up on our YouTube channel now! Make sure to like & subscribe to keep up with the latest video updates ...
Mark as Played
February 18, 2025 48 mins
The time has come! After 4 in-studio dates, Kyle will decide if he'd like to ask one, multiple, or none of the wonderful women he met out on a second date. If he decides to do so, he'll have to call them on-air during this episode to see if they, in fact, would even like to go on a second date with him. Will there be a second date? Who will he ask? Tune in now to find out!

Head on over to our YouTube channel to watch ...
Mark as Played
February 11, 2025 65 mins

Kyle has his 4th and final in-studio date this season: Tera! Tera is a TV writer, natural blonde and egg aficionado. Curious what an egg aficionado is? They'll get into that, plus so much more, in this very episode. 

Catch the full video episode on YouTube, out now! 

You can find Tera on Instagram here, and Kyle here...and here!

Follow @DateMyPod on Instagram & TikTok to keep up with all of the latest episodes, teasers, clip...

Mark as Played
February 4, 2025 44 mins

Kyle's first match from a dating app, and second-to-last in-studio date: Maya! All the way from Munich, Germany, Maya now lives in Los Angeles, but not before testing out life in another sunny U.S. state first. Maya is a self-proclaimed foodie who enjoys phone calls over text messages, bike rides and light workouts, brunch-filled Sundays, and a good cuddle partner. Maya's ideal man is someone who is kind and polite, but also mascul...

Mark as Played
January 28, 2025 60 mins

Date #2 today! Ashton Swinford. Ashton is an actor, comedian, musician and filmmaker from NYC, currently living in Los Angeles. She has performed opposite Zooey Deschanel in New Girl, Kate Micucci in Unleashed (Netflix) and has performed standup in shows with Bill Burr, Dane Cook, Judd Apatow, Janine Garofalo, Bob Odenkirk + more. Ashton is also a Director, Writer, and Producer. You can find information on the film Wizdom, discusse...

Mark as Played
January 21, 2025 57 mins

Kyle's very first in-studio date! Melanie Bartlett. Friends say Melanie is a ray of sunshine who’s not afraid to go after what she wants. She’s an avid traveler, an occasional witch, and admittedly loved by all dogs. She relishes quiet mornings with a coffee and a good book, and she’s never met a croissant she didn’t like. A native Texan living the good life on the west coast, Melanie loves volleyball, rock climbing, and sci-fi fli...

Mark as Played
January 14, 2025 57 mins

Before diving into the in-studio dates next week, Jessica thought it was only appropriate she and Kyle talk to an actual expert; LA Matchmaker, Dating Coach, and Managing Partner of Maclyn (an exclusive, psychology-based matchmaking agency), Sarah! Not only do the three of them dissect Kyle's dreaded "Future Wife" Google Doc, but Sarah also gives her thoughts on what she thinks about Jess and Kyle's relationship, her view on the da...

Mark as Played
January 7, 2025 51 mins

Hello & welcome to Season 1, Episode 1 of The Date My: Podcast! On today's episode, we'll discuss why on earth I, Jessica Walter, someone who is very much not a dating or relationship expert, chose to start a dating podcast. I'll also get into what you can expect from this show, this season, and most exciting of all...you'll find out who our Season 1 Dater is, and learn all about why he needs our help dating. Of course, if you ...

Mark as Played

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