In this powerful episode, we sit down with someone who’s been fighting a war on two fronts—navigating life without stable housing while also facing the grip of addiction. This honest, raw conversation highlights how deeply connected these two struggles often are, and the strength it takes to push forward through both.

We talk about the barriers to recovery, the stigma people face, and the importance of community, accountability, and consistency. Since the closure of our day center, we’ve seen firsthand how the lack of daily support can send people into a downward spiral. This episode puts a face and voice to that reality.

Listen in, learn, and lean into compassion.

Featuring local resources for support in Sheboygan
If you or someone you know needs help: 920-889-1549

What do people think they know about homelessness — and what’s actually true?

In this episode, Scott sits down with his wife and co-founder, Kathleen, for a no-fluff conversation about the most common myths surrounding homelessness: the belief that people choose this life, that all unhoused individuals are addicts, and that help is always accessible. Together, they reflect on what they've witnessed since their day center closed, and how the lack of structure has deeply impacted the community.

This episode offers facts, challenges assumptions, and calls for compassion — because ending homelessness starts with understanding it.

Hidden homelessness through the eyes of a youth or single adult.

In this episode, Shana shares what it’s like to live without a place of her own — moving between couches, temporary spaces, and uncertain nights. Her story highlights a side of homelessness that often goes unseen but affects so many.

With honesty and resilience, she reminds us:
“Sometimes you need to be OK with not being OK.”

This is what hidden homelessness sounds like.

Interview with someone who recently found housing after living unhoused.

Amanda opens up about her journey from in-patient rehab to shelters to finally finding a place of her own. It's a raw and honest look at what the path to housing can really look like — one step at a time, and not always in a straight line.

A caseworker talks about their role, what keeps them going, and the barriers they see

In this episode, we go behind the scenes with a caseworker from Lakeshore CAP, a local organization working directly with individuals and families facing housing instability. This conversation shines a light on the human side of social work — the long hours, the hard conversations, and the heart it takes to keep showing up.

We talk about what brought them to this work, the systems they have to navigate, the common roadblocks their clients face, and what keeps them going on the toughest days.

This episode is about more than forms and files — it’s about people helping people.

A personal story of survival and resilience from someone with lived experience.

In this powerful episode, we meet Jimmy — a man who's lived on and off the streets of Sheboygan for a couple years. Recorded outside Mead Public Library in Sheboygan, this conversation doesn’t take place in a studio. It takes place where Jimmy lives his truth: on the sidewalk, with nothing to hide.

Jimmy opens up about the daily realities of homelessness — the cold, the stigma, the loneliness — but also about the fight to stay human in a world that often looks away. He reminds us what it means to endure when everything around you says give up.

This is more than an interview — it’s a reminder that presence is a form of resistance. Jimmy is still here. And he has something to say.

A conversation with Scott and his wife about why they started Pay It Forward.

This podcast gives a voice to the people we so often walk past but rarely hear from—those experiencing homelessness here in Sheboygan, Wisconsin. But before we dive into other people’s stories, we thought we’d start by sharing our own.