Archive - Win The Night

Broken Gear, Broken Bonds (ft. Armando Vega) • Win The Night EP. 62

Host Josh & Marine Veteran Armando Vega dive into the unbreakable “family that chose each other” formed within their unit and the subsequent journey of…

Dec 9 • Joshua Lopez and Jake

1:06:01

The Version of Me That Might Have Been

Sometimes I think about all the versions of me that almost became something else.

Dec 2 • Jake

The Show Must Go On: Check-in w/ David • Win The Night EP. 61

Friend of the show and Drummer for Callused Wing, David Kapusciarz, checks in with Josh about his engagement, his life in the music scene, and what it's…

Dec 2 • Jake and Joshua Lopez

53:08

Meeting Expectations w/ Hayley Boyd • Win The Night Check-in EP. 60

WGN Radio Producer Hayley Boyd joins Josh to chat about life after “I do,” managing expectations with her husband David, and the exciting road ahead for…

Dec 2 • Joshua Lopez and Jake

54:55

November 2025

"Time is a construct" is usually a cop-out to avoid responsibility, but it's very very true.

Nov 4 • Jake

The Power of Storytelling Through Conversation & Community

Storytelling is one of humanity’s oldest forms of connection. At Win The Night we carry that tradition into today with honest conversations that heal…

Nov 3 • Jake and Joshua Lopez

October 2025

Between You & Me • Check-in w/Josh McGee EP. 59

Josh McGee returns to share heartwarming insights on fatherhood, his daughter’s growth, and the lessons he’s learned about patience and trusting the…

Oct 28 • Joshua Lopez and Jake

1:16:42

Love The Journey: Holding Patterns.

I often tell myself I am in a holding pattern. I’m not sure if it’s helpful, or overly hopeful, but I will say one thing: it’s helped me put this all…

Oct 27 • Jake

A Journey of Purpose • Win The Night #58

As a Marine and now a police officer, Winston Scott shares stories from his childhood and reflects on how his experiences shaped him into the man he is…

Oct 21 • Jake

1:45:57

The Quicksand Paradox

If you're anything like me, you want to help people whenever you can–to a fault. Let's talk about that dreaded quicksand.

Oct 16 • Jake

Couple’s Check In: What Does Commitment Bring? • Win The Night #57

Listen now | David & Hayley return to chat about their engagement at Abbey Road (yes, THAT Abbey Road) and how life has been since popping the question!

Oct 14 • Joshua Lopez and Jake

1:10:49

Expectation vs. Reality: In Two Years Time • Check-In w/ Arthur Cano #56

Josh sits down with his cousin, Sergeant Arthur Cano of the U.S. Marine Corps, for a personal two-year check-in on family, life, and service.

Oct 7 • Jake and Joshua Lopez

1:12:14

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