Win The Night

Continue To Work: A Brother's Legacy WTN #63

Josh sits down with Dylan to discuss the tragic loss of Dylan’s younger brother, John, to suicide.

Feb 10 • Joshua Lopez and Jake

1

1:00:19

Why Are We Still Not Talking to Each Other?

Sometimes simple communication can be a wildcard nowadays. Why is that?

Feb 8 • Jake

5

1

A New Chapter Is Upon Us - Win The Night Chapter 8 Trailer

Jake and Josh give an update (and there's a surprise at the end!)

Feb 6 • Jake

11

5

3:44

January 2026

If Not You, Then Who?

I find myself looking for the “right time” to break my silence, but what I realize I’m doing is simply waiting for a moment in which I have things more…

Jan 20 • Joshua Lopez

12

8

1

I Haven't Really Thought About It: Intentionality & How I'm Getting Better.

Exploring how intentionality and tool-building are helping me improve and move forward in my creative journey.

Jan 13 • Jake

6

1

December 2025

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, 2025 • 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, 2025 • Jake

15

5

2

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, 2025 • Jake and Joshua Lopez

1

1

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, 2025 • Joshua Lopez and Jake

1

54:55

November 2025

I Need Time.

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

Nov 4, 2025 • Jake

3

3

1

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, 2025 • Jake and Joshua Lopez

3

2

1

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, 2025 • Joshua Lopez and Jake

1

1

1:16:42