Episode 72

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Published on:

25th Jun 2025

From Litter to Leadership: Lessons in Systemic Change for Homelessness

America shamed litterbugs into extinction—can we do the same for homelessness? This episode explores how public campaigns and bold leadership, like Singapore’s 60-year transformation, could inspire systemic change. With homelessness costing $80 billion annually, hosts Dave Conley and Jerremy Alexander Newsome push for coordinated resources, community focus, and political will. Discover why fixing homelessness starts with society saying, “This is unacceptable.”

Timestamps

  • (00:00) Intro: Public Shaming and Systemic Solutions
  • (00:25) The True Cost: $80 Billion and Counting
  • (05:01) Identity Shifts: How America Stopped Littering
  • (12:57) Singapore’s Success: A Blueprint for Change

David Jacob

Leslie Bobb


📢 Solving America’s Problems Podcast – Real Solutions For Real Issues

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Transcript
Alex:

“Ever wonder how America shamed people into ditching litter?

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It worked.

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Now picture that energy tackling

homelessness, paired with

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Singapore’s wild transformation from

swamp to powerhouse in 60 years.

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Let’s talk systemic change.”

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Jerremy Newsome: I can see that

you're ready to jump in on this.

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Dave Conley: No, our

guests are making me think.

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Right, and I'm just thinking

it through because, you know,

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that one size doesn't fit all.

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Just a quick back of the napkin math,

we're being taxed, $57 per person in

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the United States for these, three

quarters of a million homeless people.

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And to me that's nothing right?

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Over the course of a year, you know,

like the price of a meal, you know,

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like a dinner here, half a dinner here

in Miami, you know, that's not enough.

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Uh, I, I feel like, you know, like we

need to be spending a lot more and just

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saying, look, this is unacceptable.

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It is cruel to have

people treated like this.

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Why would, as a society we be doing this?

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And it is different from

every person, right?

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For somebody who has, you

know, severe mental illness.

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Yeah.

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They're gonna be like in one camp for

somebody who is a victim of domestic

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violence, which most women are

homeless because of domestic violence.

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That's a whole different ball of wax.

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You know, getting them safe and in a

position where that they can have a

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job and take care of their kids like,

uh, like our guests, uh, last week.

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I, I don't know.

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I, I feel like it's one thing to talk

about, like solutions, what isn't

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working, what is working, but I just

know we're not doing enough and that

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it, I don't know, it pisses me off.

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Leslie Bobb: So Dave or Dave and Jerremy,

the guests that you've spoken to before?

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I wonder like in certain situations,

I know here I can't speak to the whole

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country, but I know that there are a

lot of resources for women escaping

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domestic violence and obviously

they're not matching, they're not

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finding the women that need them.

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In a lot of cases, if, if that's

true that most of the women that

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are homeless are homeless because

of fleeing domestic violence.

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So.

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With the $80 billion we are spending,

and that probably doesn't count.

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That probably doesn't include,

maybe it does include charitable

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NGOs and things like that, that

aren't getting federal funding.

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I'm not sure.

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But with the 80 billion plus that is

going into these types of resources,

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I really feel like a question to be

asked in the solution would be, how are

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we better combining these resources,

aligning them so they're not all

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doing the same thing and not reaching

anybody and nobody's doing this thing.

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Like, I feel like there's a better way to,

to coordinate resources and disseminate

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them to the people that need them.

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If, if all of these numbers are true.

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Dave Conley: Again, I love that.

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And I keep on coming back to a

question I asked earlier was, how do

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we get society excited about this?

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Like what's the how?

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Because I, I lived in San Francisco

and I, I think homelessness, you know,

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the programs was I think the second

largest, budget item in San Francisco.

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There were so many services, so many

organizations, and I, you know, and

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everybody was like, wring their hands

of like, oh, we spend all this money and

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yet we keep on getting more homelessness.

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Well, it's clearly not working.

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But everybody sort of felt better about it

because they were paying a ton of taxes.

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So that disconnect, I want to

know what you really think about

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people getting excited about this

and maybe getting pissed off like

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me, like, this is unacceptable.

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Like we, we've gotta, we've gotta

stop, stop doing stupid stuff,

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Jerremy Newsome: do.

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Like how angry you're about this and we've

had so many topics already in the past.

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You're f fever energy towards

this is similar towards

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mine with school shootings.

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But I think the answer, Dave.

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Ready, Leslie Ray.

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David, a really good president.

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I think that's the

solution to this, right?

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Where you have someone who's actually

championing this and yelling at it

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from the rooftops, where it's like,

listen, and again, this is my policy.

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My policy is all internal.

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I love Gaza, love Israel,

love Iran High five.

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You guys gotta figure

that stuff out yourself.

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Here's what we're gonna do, right?

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America's almost, we're gonna stop

policing the world and we're gonna,

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we're gonna come internal for a

while and fix all of the stuff that's

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happening here because we as a nation

are the watchdog for the entire globe.

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Just 'cause we wanna be, and to be

really, really fantastic for someone in

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a position of extreme authority on every

debate stage, on every, address to fix

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education, is where homelessness starts.

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And to fix homelessness and what's

currently existing and to just let

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society know that this is a standard

that's just simply not acceptable.

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Leslie Bobb: So

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Jerremy Newsome: very easy,

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Leslie Bobb: there's an identity

shift then that we need to,

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to encourage instead of.

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Jerremy Newsome: and

identity system shifts.

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Dave Conley: When I was growing up,

right, like there were all of these.

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ads on about litter.

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I mean, like, so like, if, if

you're, if you're under, you know,

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if you're under 40, you'll, you'll

never even know that this existed.

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But there were crying, you

know, crying Native Americans.

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There were bears.

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Like it was constant.

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There were signs everywhere that, you

know, on litter bugs, like we shamed like

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the entire country into stop littering.

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Now it, I would say, you know, like,

this isn't like the number one thing

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anymore, but not like all of our

communities are like really clean,

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but they're way cleaner than what they

were in the seventies and eighties.

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Like, it was filthy.

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People would just throw

stuff out of their car.

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That all stopped, you

know, like, I, I want that.

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I want this to be like

a public shaming, like

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Leslie Bobb: It, it worked.

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Dave, because I am so angry, like

littering makes me blow my top.

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Rednecks still litter.

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So they need a little bit longer of the

social conditioning and the brainwashing

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than the normal urban populations do.

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Because I live out here in Virginia and

they will throw stuff in the back of

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their pickup because when they drive, it

blows out and then they didn't mean to.

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But I feel like there is something

to be gained from public shaming

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campaigns to change identity shifting.

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So,

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Dave Conley: now I come from

300 years of redneck, so like, I

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don't know I'm not much of a re

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Leslie Bobb: but you moved to

San Francisco, so I feel like.

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Dave Conley: education back to

what Jerremy was talking about.

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Jerremy Newsome: That's good.

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Yeah.

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Well, Dave, I mean that's really what

it would take, man, and that, I think

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that's what it takes with any change

have to have some type of authoritative

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focus and really direct messaging around

a particular topic, whatever it is.

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And then you gotta get

the media behind it.

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And everyone just focuses on it.

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Like right now in the US

the big one is immigration.

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I mean, that's high on the list.

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So people are like.

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Get 'em out of the country versus

let's make sure everyone who's in

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the country has a place to live.

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It's like if, do you belong here?

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No.

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Get out.

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Like no one cares about

who's here presently.

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So I think immigration right

now is a higher priority.

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US based value, system based,

identity based versus homelessness.

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And again, that's just my opinion, but I

think probably most listeners would agree.

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But the shift there would be

if you have a president or an

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administration who goes, you know what?

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Okay, yes, immigration, it's a problem.

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However, you know, it also is a problem.

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Everyone who goes to fight immigration

or to change immigration, or who is

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a veteran, a large percentage of our

veteran population becomes homeless.

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Let's fix that instead.

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you're probably gonna get is more people

who want to actually serve the military

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because they know, oh, wait a minute,

when I go through the military and

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potentially get PTSD and potentially have

an addiction problem, and most likely

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maybe form some type of mental health

fear, challenge, stress, frustration.

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I'm not just gonna get

kicked outta the street.

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I'm actually gonna have a place

that's gonna take care of me.

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Oh, that place is safe and it's

not overcrowded, and they're

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gonna serve me good food.

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So you know what my

worst case scenario is?

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I'm actually gonna be taken care

of by the country that I'm serving.

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I

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Dave Conley: I.

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Jerremy Newsome: that whole system

with a small little, just a little

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flake of rebranding and ReLove

could make some massive changes.

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Dave Conley: And also policies that

don't leave people in that donut

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hole that our last guest ran into.

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Like, she could either live in absolute

poverty on her veterans benefits fits,

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or she would have to give up her veterans

benefits in order to get, you know,

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slightly better homeless benefits.

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But she was like stuck in, stuck

in this middle hell of, you know,

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bureaucratic policy nightmare.

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Hey David just sitting here

thinking, you know, what do you

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think is different or the same?

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I don't know what's

different about the uk.

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Like you, you do have healthcare,

you know, universal healthcare,

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we don't education system.

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Like what, what do you see as far

as parallels or, you know, things

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that are different where you live?

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@DavidJacob_1: It goes back to the

same question that you asked at

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the start, which was about apathy.

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And it speaks to a collective

consciousness that is focused on the

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idea that if people are homeless, it's

'cause they did something to deserve it.

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themselves into this situation,

they're probably not a great person.

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Yeah.

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Sometimes.

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And now in the UK the one thing

that we don't have as a cause

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is massive medical bill issues.

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Like people aren't necessarily in

homelessness because they have massive

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amounts of debt and their house has

been repoed and they don't have a

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community around them that will allow

them to, get back on their feet.

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That's not really a thing here.

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It most likely is mental health

drugs or, you know, yeah.

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Tough times for whatever

reason, disability, et cetera.

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But the problem still exists and

the solutions that we are trying

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so far, as I'm aware, very similar

to yours, shelters, remedies across

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the board, across, you know, mental

health and and whatever else.

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Jerremy Newsome: Leslie, and

then David, is there anything in

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this current environment, current

situation, even gives you a glimmer

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of hope, comma, or even a semicolon?

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Is there something that you see

is working or could work that if

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implemented soon, would really

actually make a shift for a dent?

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Leslie Bobb: Great question.

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Uh, I, I always have a

glimmer of hope, so yes.

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I, we see, we do see some things

work and we do see some things

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that are promising, but maybe not

applied in just the right way.

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Um, I have seen a lot of these

little tiny home villages.

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I, not a lot, I've seen them

pop up these little tiny home

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villages that pop up in the news.

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Our city has been trying to have one,

but they just aren't zoned for it.

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And so they've been meeting a lot of

barriers that people that are trying

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to start these kinds of things.

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But in other areas, I've seen

apartment buildings or tiny

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homes be used for this housing.

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As it sounds like we all kind of agree.

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I mean, that was kind of Finland's

main thing was like, let's put a roof

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over everybody's head first and then

we can kind of get to the problem.

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So I always have a glimmer of hope.

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I think that our society, particularly in

America, but I would guess as humans we

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tend to swing really far on the pendulum.

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America may be more than most.

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Um, so we swing really far one

way, but then we self-correct and

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swing really far the other way.

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And I think we're close to an

upswing on the pendulum and we're

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gonna be self-correcting soon.

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And I think part of that

is the population size.

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So as David was pointing out on a

smaller community level, we can,

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we can kick this in the arts, we

can like get it out of the way.

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So I think if we can start shifting

solution I identity I guess to

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community based again, rather than this.

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Larger society responsibility

issue, I think that we could

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really start solving some problems.

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So I am, I'm hopeful there that

we can look, we can look next door

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instead of looking to Washington, um,

more immediately and start solving

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the problems on smaller scales.

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And that'll spread.

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So that, that gives me hope.

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Getting someone in the administration

that likes to look towards solution, uh,

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based ideas is, is also always hopeful.

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We get a new president every four

to eight years, so there's always

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something different to look forward to.

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So I definitely think that is a

down the line hope, but I'm really

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excited about, about community focus.

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@DavidJacob_1: I guess to, to

focus on the, the inverse, right?

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So kind of going against everything that

I've said today and, and targeting the big

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macro versus the micro, I don't think that

necessarily we need to look forward to

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find something that resembles a solution.

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I think we probably actually

need to look backwards.

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So my dad was born in Singapore in the

sixties, and one of the big success

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stories of complete and societal

reprogramming is Singapore, right?

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Like in 1960 odd, I don't

know the actual date.

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Qua Yu, who was the, the.

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President Prime Minister of of

Singapore completely revitalized

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this country from essentially a giant

swamp in between, Eastern powers

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that weren't exactly happy post World

War II and turned it into a massive

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geopolitical center in the far East.

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Right.

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And the way that that happened was

because there was this collective

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ideological shift of, yeah, we're a

tiny country and we are very divided

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racially and we're very divided,

politically and socioeconomically, but

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we are going to become exceptional.

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And that was the collective goal.

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As a result, he engineered the

entire country around that ideal.

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And everything changed as

the basis of that, right?

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It required a collective

ideological shift.

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And then the government actually

followed through, right?

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The British had governed Singapore

for God knows how many years.

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There was ethnic tension,

there was poverty.

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There were like no resources

actually in the country.

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But you now have the ability for a single

leader to come in and say, no, we're

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fixing this and we're gonna rip it down

right to the roots and start again.

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And society became something that

became a system that was built with the

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intention of, in the following decades.

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And in the next, now 60 years later,

there's something to show for it.

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You look at what happened in

Singapore and the goal was that

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they were playing the long game.

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Yeah, this isn't gonna be

solved in the next five years.

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It's probably not even gonna be solved

in the next 10 years, but give it 10,

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20 years and this is going to go away

and we're gonna solve those problems.

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So housing became something

that became governmental, right?

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So the whole idea behind

the, oh, what was it?

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Hd something, HDB maybe housing system

was, we're going to give ownership

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of land back to the population.

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And if you compare that to, you know, the

western world, we basically live in cdo.

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We are not like actually owning anything.

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We're renters, right?

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We've, we've commoditized

housing to the nth degree.

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the government develops and subsidizes

high quality housing and then actually

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maintains it, which is the problem,

the government actually has to follow

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through on keeping it up to scratch.

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At that point, if you've individuals who

own, quote unquote, that land and it's

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highly subsidized by the government,

you now have an ability for social

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cohesion because these people know that

they're not necessarily going anywhere.

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They have a stable base to go back to.

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You know Leslie's point from earlier.

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if those.

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Government subsidized houses that are

built solely for this purpose that

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actually have affordability baked in.

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Now you have the ability to

co-create culture with your citizens.

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And I think from a macro

perspective, that's where the

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community style of like small town

Americana comes back into the fray.

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Because if you can build that

in, well now you're looking at a

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fundamentally different idea because

now all of those people are looking

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at the government that basically

pulled them out of abject poverty and

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saying, these people actually care.

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I exist.

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And if you look at Singapore now,

I would hazard a guess, again,

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don't quote me, plus minus 90% of

people actually own their own homes.

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Their social cohesion.

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The company's eco or the country's

economy has boomed to the nth degree.

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And I would have a guess that

homelessness basically doesn't

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exist, but you gotta rip, rip it

out from the root and start again.

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And that has to be a countrywide

attempt at social change.

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Alex: “We’ve uncovered how societies

can shift when they want to.

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But what about the business side?

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Next, see how real estate folks

could step up—and hear a simple

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action you can take right now.”

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About the Podcast

Solving America's Problems
Solving America’s Problems isn’t just a podcast—it’s a journey. Co-host Jerremy Newsome, a successful entrepreneur and educator, is pursuing his lifelong dream of running for president. Along the way, he and co-host Dave Conley bring together experts, advocates, and everyday Americans to explore the real, actionable solutions our country needs.

With dynamic formats—one-on-one interviews, panel discussions, and more—we cut through the noise of divisive rhetoric to uncover practical ideas that unite instead of divide. If you’re ready to think differently, act boldly, and join a movement for meaningful change, subscribe now.