Archive - Win The Night

April 2025

Scared shitless? Build your own guardrails.

You’re mid-air, no guardrails, no net, and the ground’s coming fast. You’re not just scared; you’re doing it scared, and now you need to figure out how…

Apr 30 •

Blissful Beginnings • Win The Night Season 6 Premiere #46

Josh sat down with ME and MY WIFE (I love saying that!) to chat about our marriage so far, our wedding, and what we want out of our future.

Apr 29 •

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51:31

When the World Says to Bloom, But You Still Feel Buried

Spring. Everyone’s outside, drinking overpriced iced coffees, touching grass like it’s a personality trait. You? You’re sitting there wondering why you…

Apr 25 •

How to Help Someone Who’s Struggling (Even if You Don't Know What to Say.)

You don’t need a psychology degree or magical advice to show up for someone who’s hurting. You just need your presence, your patience, and a little…

Apr 23 •

Addiction's Antidote: Connection Beats Willpower

A straightforward look at addiction, and how simple connection and communication plays a crucial part in recovery.

Apr 19 •

Seeing My Parents Clearly Took Me Almost 30 Years

A story about growing up, letting go, and learning to love your parents differently.

Apr 16 •

Reminder: No One Else is Driving.

So why do you keep sitting in the back seat? You handed over the wheel long ago, and it's time to take it back.

Apr 14 •

Stop Measuring Yourself with Someone Else's Ruler.

Let's talk about your self-worth, and why it shouldn't be determined by what you see going on in other people's lives.

Apr 11 •

You Aren't Lazy, You Are Scared.

When someone says you're lazy, they're not just questioning your effort. They're questioning your character. But I’d bet most of the time, you're not…

Apr 9 •

How to Write About Pain without Falling Apart.

We are told writing is supposed to help us; journaling is cathartic, get it all out it's the path to peace, if you just keep scribbling through sadness…

Apr 6 •

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