WEBVTT

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You know, when we look at the blueprints for

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a house, there is this... this perfect logical

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assumption of how it will be built. You see the

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clean lines, the precise measurements, the promised

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structure. Right, it's like an idealized vision.

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Exactly, it is an idealized vision of the future.

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But then you take those pristine blueprints and

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you hand them over to the local contractors,

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the zoning boards, the material suppliers. And

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that is where the mud and the weather get involved.

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Yeah, suddenly that perfect vision meets the

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incredibly messy reality of the real world. You

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might end up with a beautiful new mansion or

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depending on who is interpreting the plans and

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who holds the keys to the gate, you might end

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up locked out of the neighborhood entirely. Which

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is, frankly, the absolute definition of a structural

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disconnect between design and execution. Right.

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And that tension between design and reality is

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exactly where we are starting today. Welcome

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to the Deep Dive. For you listening, our mission

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today is to explore a single piece of legislation

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that essentially built the modern American middle

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class, yet holds a deeply complicated and constantly

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evolving legacy. The GI Bill. The GI Bill. And

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as we were combing through our source material

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today. Which, by the way, is drawn from the comprehensive

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Wikipedia page tracking this from a hotel napkin

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in 1944 all the way to a 2024 Supreme Court case.

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We realized the mythology of this bill completely

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hides how messy the reality actually is. OK,

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let's unpack this. Hello to you listening. I

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want you to picture the scene in 1944. because

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we aren't in some sterile grand committee room

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in the Capitol. Oh, not at all. We are in a smoky

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bustling lobby at the Mayflower Hotel in Washington,

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D .C. And I'm setting this visual stage because

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my goal today is to help us look beyond the shiny

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patriotic mythology of this famous bill. I want

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us to understand the actual granular mechanics

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of how and why it changed American society. for

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better and for worse. And to you listening, have

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you ever wondered why American suburbs suddenly

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just exploded out of nowhere in the 1950s? Just

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massive demographic shifts overnight. Right.

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Or how the United States military transitioned

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from relying on a draft to becoming an all -volunteer

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force. Because the answer to both of those massive

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societal shifts lies right here in the paperwork

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of this very bill. It really does. All roads

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lead back to this legislation. But to understand

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it, we have to look at the motivation. Like,

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why did this bill happen when it did? Because

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looking at the sources, it wasn't just born out

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of pure spontaneous generosity. Oh, not at all.

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It was a political necessity. They had to prevent

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massive civil unrest. Yeah. During World War

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II, politicians were absolutely terrified of

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repeating the past, because after World War I,

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the government gave returning veterans essentially

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IOUs. Wait, like literal IOUs? Basically, yeah.

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They were certificates for bonuses that they

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couldn't cash for decades. So when the Great

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Depression hit, you had tens of thousands of

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desperate, starving veterans marching on Washington.

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Oh, wow. It was called the Bonus Army, and it

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caused massive political turmoil. So by the 1940s,

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millions of veterans had formed organizations

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like the American Legion and the Veterans of

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Foreign Wars, the VFW. And they had become this

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incredibly powerful lobbying force, right? Exactly.

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The government knew they needed to provide immediate,

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tangible financial rewards to returning World

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War II veterans to avoid a repeat of that post

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-war anger. Which brings us to the drafting process,

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which honestly feels like something out of a

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movie. The original 1944 bill, officially called

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the Servicemen's Readjustment Act, was famously

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drafted by a man named Harry W. Comrie. Right,

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at the Mayflower. Yeah, he literally jotted down

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his ideas on stationery and a napkin at that

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Mayflower hotel. He wasn't alone, though. We

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really have to credit a group of eight members

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of the American Legion from Salem, Illinois.

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Oh, right, the Salem group. Yeah, that included

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John H. Stell, who's commonly referred to as

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the father of the G .I. Bill. They were also

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furiously recording their ideas for veteran benefits

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on whatever napkins and scrap paper they had

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on hand. Just writing policy on napkins? It's

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wild. And let's not forget Edith Norse Rogers,

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a representative from Massachusetts. She's so

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important to this story. She is. She helped write

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and co -sponsor the legislation. The sources

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note she might be termed the mother of the GI

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bill, but... You know, as is too often the case

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in history, her contribution has been somewhat

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obscured by time. Yeah, unfortunately. But here's

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the part that genuinely surprised me. President

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Franklin D. Roosevelt's initial proposal for

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this bill was actually really restrictive. I

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always pictured this as a big patriotic blank

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check, but FDR wanted to means test it. Well,

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FDR was worried about the economic burden and

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creating dependency. In his original version,

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only poor veterans would get one year of funding.

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Just one year. Just one. And if you wanted four

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years of paid college, you had to be among the

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absolute top scorers on a written exam. It was

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highly selective. But the American Legion fought

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back hard. They demanded universal benefits for

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all veterans, regardless of wealth or test scores.

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As long as they met the minimum service requirement,

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right? Yeah, as long as they had been on active

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duty during the war years for at least 90 days

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and didn't have a dishonorable discharge. And

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they ultimately won that fight. They did. FDR

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signed it into law on June 22, 1944. And the

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benefits were sweeping. We're talking zero down

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home loans, low interest loans to start a farm

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or business, dedicated tuition and living expenses

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for education, and my personal favorite detail,

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the 5220 club. Ah, the unemployment clause. Yes.

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Unemployed war veterans would receive $20 a week

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for 52 weeks when they looked for work. Now,

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as someone looking at this from a modern perspective,

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this sounds exactly like a universal basic income

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experiment. It really does. It was a guaranteed

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safety net. Right. And human nature Being what

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it is, I would fully expect everyone to just

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max out their free money and take the year off

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on the government's dime. But the sources point

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out that less than 20 % of the money set aside

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for the 5220 Club was actually ever distributed.

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Yeah, the usage was incredibly low. How is that

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possible? Do people just not want free money?

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What's fascinating here is the sheer velocity

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of the post -war economic boom. It wasn't about

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noble self -sacrifice. It was about opportunity

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cost. OK, what do you mean by that? Well, returning

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servicemen simply didn't need or want to sit

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around collecting $20 a week when the economy

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was running red hot. They overwhelmingly chose

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to either dive straight into higher education

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or take immediate employment in a booming job

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market where they could make far more. Oh, that

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makes sense. They'd lose money by taking the

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20 bucks. Exactly. And because none of the GI

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benefits were considered earned income, they

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didn't pay any income tax on them, which just

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acted as rocket fuel for their financial integration.

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So they dodge a massive post -war depression.

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The economy is booming. People are going to college.

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It looks like a total victory. On paper, yes.

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Right. On paper. Because there is a fatal flaw

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built directly into the DNA of how they disperse

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that money. By handing the keys over to local

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authorities, they accidentally funded one of

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the largest demographic divides in American history.

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Yeah. The execution is where it all breaks down.

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Because how does a quote -unquote universal bill

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end up profoundly unequal? This is where we have

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to neutrally outline a very harsh reality detailed

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in our sources regarding racial discrimination.

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The GI Bill, while federal, was designed to accommodate

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local Jim Crow laws. Right. The zero -down mortgage

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provision triggered a massive migration of American

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families out of urban apartments and into suburban

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homes. But the federal government didn't actually

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issue those mortgages. Oh, really? They didn't?

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No, they just guaranteed them. That is the crucial

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mechanism. You still had to walk into a local

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private bank and get approved for the loan. And

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in the 1940s and 50s, those private banks practiced

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redlining and subjective loan approvals. Precisely.

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The federal government provided the funds, but

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due to discrimination by those local governments

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and private banks, as well as segregation in

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state universities, the GI Bill largely failed

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to benefit African Americans in the same way

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it benefited white Americans. That's devastating.

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It was. Columbia University historian Ira Katzelson

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is actually quoted in the text describing the

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application of the GI Bill during this era as

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affirmative action for whites. Wow. It's like

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the 1944 GI Bill was this exclusive VIP club.

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The federal government handed out golden tickets

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to absolutely everyone who served. Right. Everyone

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got a ticket. But when you actually tried to

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use it, local banks and local zoning boards acted

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as the bouncers. They looked at your ticket,

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looked at the color of your skin, and simply

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refused to let you through the door. If we connect

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this to the bigger picture. It perfectly illustrates

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that blueprint analogy you opened with. It shows

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the massive gap between federal policy design

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and local implementation. It wasn't just a missed

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opportunity for those individuals. The sources

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explicitly note that the GI Bill has been criticized

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for actively increasing racial wealth disparities,

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permanently shaping the demographics of American

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wealth for generations. So the blueprints were

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flawed the moment they handed them over to the

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local contractors. And seeing those flaws and

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the unexpected outcomes of the World War II bill,

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the government realized they couldn't just leave

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it alone. No, they had to constantly adapt this

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legislation for subsequent wars. Right. which

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shifts the entire story from rewarding a draft

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to policing fraud and eventually incentivizing

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volunteers. That evolution is critical because

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when the Korean War started, advocates obviously

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pushed to extend the 1944 Act. But the first

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GI Bill had accidentally spawned a massive cottage

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industry of predatory, low -quality vocational

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programs. Wait, what kind of programs? Imagine

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setting up a fake school for, like, television

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repair, charging exactly whatever the GI Bill

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paid out, and offering zero actual education.

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Oh, wow. So they were just scamming the government.

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They were specifically targeting veterans just

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to siphon off their federal money. That is awful.

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So how did they stop it? In the 1952 Korean War

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legislation, They tried to curtail this fraud.

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by requiring that schools have at least a 15

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% non -veteran enrollment rate to receive benefits.

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Oh, that is a clever free market test. Right.

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Basically, if you can't attract at least 15 %

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civilians who are willing to pay out of their

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own pocket, your school probably isn't legitimate.

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It's a built -in quality control mechanism. Exactly.

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It forced them to prove their actual value in

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the market. Then we get the 1966 Cold War GI

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Bill, authored by Ralph Yarbrough and signed

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by Lyndon B. Johnson. But things fundamentally

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changed in 1976, right? With the post -Vietnam

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era Veterans Educational Assistance Program.

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Right. Known as V .E .A .P. Chapter 32. D .A

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.P. Okay. And in 1976, a massive structural shift

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happens in the military. The draft ends. The

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government suddenly had to attract volunteers

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to the military. They couldn't just force people

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to join anymore. And their strategy for VAP was

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fascinating, but also kind of shocking to me.

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How so? Well, under this new program, veterans

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were required to essentially forfeit a portion

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of their paycheck into a fund, and the government

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matched each dollar with $2. The maximum participant

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contribution was $2 ,700, and the government

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could contribute up to $5 ,400. Yep, a two to

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one match. Wait, making an 18 -year -old forfeit

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part of their own meager paycheck to get an education

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benefit later, that sounds exactly like a modern

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corporate for - employer match. That's a really

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good comparison. It feels like this fundamentally

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changed the psychological nature of the GI Bill.

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It was no longer a thank you gift for serving.

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It was now a contractual employee compensation

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package. It's easy to see it that way is that

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the military was just trying to save a buck.

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But you have to remember the context. The military

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was in a panic. The draft was gone. Right. They

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had no guaranteed recruits. Exactly. They'd act

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like a corporate employer offering a 401k match

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because they were now competing directly with

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the private sector for talent. Oh, that makes

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total sense. They had to offer competitive benefits

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that required buy in. And mechanically, it worked

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to increase engagement. A much greater percentage

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of Vietnam veterans use GI Bill education benefits,

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72%, compared to only 49 % of World War II veterans

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and 43 % of Korean War veterans. That is a massive

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jump in utilization, 72%, which brings us directly

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to the highly complex landscape of modern veteran

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benefits. If you're a veteran today, navigating

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the different iterations of this law requires

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serious strategy. Visualizing this, the backdrop

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shifts from the 1950s suburbs to a modern military

00:12:44.570 --> 00:12:46.389
recruitment center. Yeah, because we are just

00:12:46.389 --> 00:12:49.289
talking about one simple bill anymore. Let's

00:12:49.289 --> 00:12:52.769
look at 1984, when former Mississippi Congressman

00:12:52.769 --> 00:12:56.029
Gillespie V. Sonny Montgomery revamped the system,

00:12:56.570 --> 00:12:58.970
creating the Montgomery GI Bill. Right, Chapter

00:12:58.970 --> 00:13:01.929
30. The Montgomery GI Bill doubled down on that

00:13:01.929 --> 00:13:05.159
active duty buy -in concept. Members had to willingly

00:13:05.159 --> 00:13:07.940
forfeit $100 per month for their first 12 months

00:13:07.940 --> 00:13:11.950
of service. Wow, so $1 ,200 total. Yes. In return,

00:13:12.029 --> 00:13:14.610
they received 36 months of education benefits,

00:13:14.909 --> 00:13:16.809
which they had to use within 10 years of their

00:13:16.809 --> 00:13:18.830
last discharge. And there was a buy -up option,

00:13:18.970 --> 00:13:21.110
right, where they could forfeit up to $600 more,

00:13:21.429 --> 00:13:23.669
and the federal government contributed $8 for

00:13:23.669 --> 00:13:25.470
every dollar. If you max that out, you could

00:13:25.470 --> 00:13:29.129
get an additional $5 ,400 in funds. But the sources

00:13:29.129 --> 00:13:30.950
are careful to point out this is an optional

00:13:30.950 --> 00:13:33.070
offering. Right, optional. Not to be confused

00:13:33.070 --> 00:13:35.129
with a kicker, which is a contractual incentive

00:13:35.129 --> 00:13:37.909
for taking on specific, highly needed jobs in

00:13:37.909 --> 00:13:40.490
the military. That's a vital distinction. And

00:13:40.490 --> 00:13:42.549
the Montgomery bill remained the standard until

00:13:42.549 --> 00:13:46.309
the sweeping changes of 2008. Congress recognized

00:13:46.309 --> 00:13:48.909
the incredibly arduous nature of service since

00:13:48.909 --> 00:13:51.549
the September 11 attacks and passed the post

00:13:51.549 --> 00:13:55.389
-911 GI Bill. Chapter 33. Chapter 33. This was

00:13:55.389 --> 00:13:58.070
a dramatic expansion, moving away from the strict

00:13:58.070 --> 00:14:01.250
buy -in model. It covers 100 % of in -state public

00:14:01.250 --> 00:14:04.269
college tuition, provides a monthly housing stipend

00:14:04.269 --> 00:14:06.789
based on the zip code of the school, and a $1

00:14:06.789 --> 00:14:09.600
,000 annual stipend for books. And crucially,

00:14:09.720 --> 00:14:12.539
it allows veterans to transfer their unused benefits

00:14:12.539 --> 00:14:14.919
to their spouses or dependents. That is huge.

00:14:14.980 --> 00:14:16.919
It's a game changer for military families. You

00:14:16.919 --> 00:14:18.840
can serve, and if you don't go to college, your

00:14:18.840 --> 00:14:21.639
kids can use your GI Bill. The program awards

00:14:21.639 --> 00:14:25.039
about $10 billion to around 600 ,000 individuals

00:14:25.039 --> 00:14:27.460
each year. And they also updated in 2010. Right.

00:14:27.700 --> 00:14:31.679
Often called GI Bill 2 .0. They added a $17 ,500

00:14:31.679 --> 00:14:34.779
annual cap for private or foreign colleges and

00:14:34.779 --> 00:14:36.940
expanded eligibility for National Guard members.

00:14:37.320 --> 00:14:39.450
The complexity doesn't end there because the

00:14:39.450 --> 00:14:41.570
system had become so incredibly layered over

00:14:41.570 --> 00:14:44.250
the decades. Today, benefits are split based

00:14:44.250 --> 00:14:47.370
on your exact status. It's an alphabet soup of

00:14:47.370 --> 00:14:50.210
chapters. It really is. A reservist under chapter

00:14:50.210 --> 00:14:53.830
1606 or 1607 gets a completely different package

00:14:53.830 --> 00:14:56.029
than an active duty soldier. And someone with

00:14:56.029 --> 00:14:58.549
a service -related disability rating of 20 %

00:14:58.549 --> 00:15:01.730
or greater has an entirely separate labyrinth

00:15:01.730 --> 00:15:04.509
of vocational rehabilitation paperwork, chapter

00:15:04.509 --> 00:15:07.110
31, to navigate. Man, that sounds overwhelming.

00:15:07.370 --> 00:15:09.610
There are even distinct benefit paths, like chapter

00:15:09.610 --> 00:15:12.409
35, for the survivors and dependents of veterans

00:15:12.409 --> 00:15:14.870
who died or were permanently disabled in service.

00:15:15.019 --> 00:15:17.899
Here's where it gets really interesting. Navigating

00:15:17.899 --> 00:15:20.440
all of this, figuring out if you fall under Montgomery,

00:15:20.860 --> 00:15:23.960
post -9 -11, reserve status, or vocational rehab,

00:15:24.559 --> 00:15:26.659
it sounds like playing a high -stakes role -playing

00:15:26.659 --> 00:15:28.720
game where you are picking a character class,

00:15:28.779 --> 00:15:31.179
and if you choose the wrong skill tree, it costs

00:15:31.179 --> 00:15:33.500
you tens of thousands of dollars in real life.

00:15:33.740 --> 00:15:37.019
This raises an important question. Have we placed

00:15:37.019 --> 00:15:40.360
an unfair burden on modern veterans? I mean it

00:15:40.360 --> 00:15:42.919
sounds like it. We are essentially requiring

00:15:42.919 --> 00:15:45.440
an 18 year old recruit to become a financial

00:15:45.440 --> 00:15:48.860
and legal strategist just to access the benefits

00:15:48.860 --> 00:15:52.220
they've already earned. The bureaucracy is so

00:15:52.220 --> 00:15:54.259
dense that the Department of Veterans Affairs

00:15:54.259 --> 00:15:57.059
had to create a dedicated GI Bill comparison

00:15:57.059 --> 00:16:00.559
tool website just so veterans could safely choose

00:16:00.559 --> 00:16:03.299
a college and understand exactly what their specific

00:16:03.299 --> 00:16:06.720
status entitles them to. Wow. Practically a necessary

00:16:06.720 --> 00:16:09.000
survival guide. Especially because the threat

00:16:09.000 --> 00:16:12.000
of predatory institutions like those fake television

00:16:12.000 --> 00:16:14.360
repair schools from the 1950s, they never really

00:16:14.360 --> 00:16:16.820
went away. They just evolved. Exactly. They just

00:16:16.820 --> 00:16:19.139
got better at gaming the system. The sources

00:16:19.139 --> 00:16:21.419
mention the state of California instituted an

00:16:21.419 --> 00:16:24.360
85 -15 rule to prevent fly -by -night schools

00:16:24.360 --> 00:16:26.559
from targeting veterans. Similar to the Korean

00:16:26.559 --> 00:16:28.779
War -era effects. Right! And the problem got

00:16:28.779 --> 00:16:31.419
so bad with modern for -profit schools that in

00:16:31.419 --> 00:16:34.259
2012, President Obama had to issue Executive

00:16:34.259 --> 00:16:37.860
Order 13607 just to ensure service members and

00:16:37.860 --> 00:16:39.840
their families weren't being aggressively targeted

00:16:39.840 --> 00:16:42.320
by sub -prem colleges trying to drain their post

00:16:42.320 --> 00:16:45.740
-9 -11 benefits. And if you think the bureaucracy

00:16:45.740 --> 00:16:49.450
is complicated for the veterans, The legal complexities

00:16:49.450 --> 00:16:51.669
are still being sorted out by the highest courts

00:16:51.669 --> 00:16:54.009
in the country right now. You mean the recent

00:16:54.009 --> 00:16:57.769
Supreme Court rulings? Yes. In 2024, the United

00:16:57.769 --> 00:17:00.549
States Supreme Court ruled in the case of Rudisylvia

00:17:00.549 --> 00:17:03.230
McDonough. This went to the Supreme Court because

00:17:03.230 --> 00:17:06.150
the VA was forcing veterans to forfeit one benefit

00:17:06.150 --> 00:17:08.920
to use another. Oh, man. So they were making

00:17:08.920 --> 00:17:11.799
them choose. Yeah. But the court determined that

00:17:11.799 --> 00:17:13.960
veterans who accrue educational benefits under

00:17:13.960 --> 00:17:17.220
both the Montgomery and post 9 -11 GI bills by

00:17:17.220 --> 00:17:21.039
serving a long enough timeline, at least 11 ,185

00:17:21.039 --> 00:17:24.839
days, may actually use either or both. Wow. And

00:17:24.839 --> 00:17:27.279
they can use them in any order they choose. In

00:17:27.279 --> 00:17:29.779
a subsequent case, Perpens v. Collins affirmed

00:17:29.779 --> 00:17:31.960
that this applies to any veteran who served the

00:17:31.960 --> 00:17:34.380
requisite amount of time, not just those who

00:17:34.380 --> 00:17:36.619
served during two distinct separate enlistments.

00:17:37.240 --> 00:17:40.240
It's a constant evolving legal battle just to

00:17:40.240 --> 00:17:42.140
figure out how to disperse the funds that were

00:17:42.140 --> 00:17:44.859
promised on paper. It really is. The mechanics

00:17:44.859 --> 00:17:47.519
of the GI Bill have never stopped changing, constantly

00:17:47.519 --> 00:17:50.720
reacting to the economy, to fraud, and to the

00:17:50.720 --> 00:17:52.910
needs of the military. Which brings us to the

00:17:52.910 --> 00:17:55.809
end of our deep dive today. We have covered an

00:17:55.809 --> 00:17:59.490
incredible journey. We started with ideas jotted

00:17:59.490 --> 00:18:03.309
on a Mayflower Hotel napkin in 1944, watched

00:18:03.309 --> 00:18:06.329
as those ideas quite literally built the physical

00:18:06.329 --> 00:18:09.910
American suburb, shifted the military to an all

00:18:09.910 --> 00:18:12.509
-volunteer force, and followed the legislative

00:18:12.509 --> 00:18:15.509
thread all the way to the 2024 halls of the Supreme

00:18:15.509 --> 00:18:18.269
Court. And to you, our listener. I encourage

00:18:18.269 --> 00:18:20.190
you to think about what stands out the most from

00:18:20.190 --> 00:18:22.630
all of this. Is it the sheer scale of the social

00:18:22.630 --> 00:18:24.910
engineering, the fact that federal paperwork

00:18:24.910 --> 00:18:26.869
shifted entire populations and built the middle

00:18:26.869 --> 00:18:29.430
class? Yeah. Or is it the persistent leap holes,

00:18:29.509 --> 00:18:32.210
the incredible gap between the intent of a law

00:18:32.210 --> 00:18:34.130
and how it's actually applied on the ground?

00:18:34.430 --> 00:18:37.089
I think I'm stuck on one final lingering detail

00:18:37.089 --> 00:18:39.289
from our sources regarding the Montgomery GI

00:18:39.289 --> 00:18:41.130
Bill. Remember how you said active beauty service

00:18:41.130 --> 00:18:43.950
members are forced to forfeit $1 ,200, $100 a

00:18:43.950 --> 00:18:46.349
month for a year to buy into the program? Right.

00:18:46.390 --> 00:18:49.299
Their initial contribution. Well, the text explicitly

00:18:49.299 --> 00:18:51.240
states that if a service member never uses the

00:18:51.240 --> 00:18:53.700
benefit, they cannot recoup any monies paid into

00:18:53.700 --> 00:18:56.440
the program. That's right. The buy -in is entirely

00:18:56.440 --> 00:18:58.839
unrefundable. If you don't use it, you lose it.

00:18:59.039 --> 00:19:02.910
Imagine taking $1 ,200 from a teenager. who is

00:19:02.910 --> 00:19:05.269
risking their life, telling them it's for their

00:19:05.269 --> 00:19:07.430
future, and then just keeping their money if

00:19:07.430 --> 00:19:09.130
they decide to go straight into the workforce

00:19:09.130 --> 00:19:11.130
instead of going to college. It's a tough tool

00:19:11.130 --> 00:19:13.809
to swallow. It really is. It fundamentally shifts

00:19:13.809 --> 00:19:17.049
the GI bill from a thank you for your service

00:19:17.049 --> 00:19:21.930
to a use it or lose it gamble. So what does this

00:19:21.930 --> 00:19:23.789
all mean? I want you to just ponder that for

00:19:23.789 --> 00:19:26.579
a second. Think about where all those millions

00:19:26.579 --> 00:19:29.859
of unused, unrefundable dollars from 18 year

00:19:29.859 --> 00:19:32.940
old recruits have vanished to over the last 40

00:19:32.940 --> 00:19:35.279
years. Have a massive chunk of change. Because

00:19:35.279 --> 00:19:37.240
as we've learned today, blueprints might look

00:19:37.240 --> 00:19:39.799
perfect on paper, but the reality of how the

00:19:39.799 --> 00:19:41.579
house gets built and who actually gets to live

00:19:41.579 --> 00:19:44.740
in it is always hidden in the fine print. Thank

00:19:44.740 --> 00:19:46.660
you for joining us on this deep dive and remember

00:19:46.660 --> 00:19:48.259
to keep questioning those blueprints.
