Dec. 30, 2025
Why Most People Stay Broke (Even With a Good Income)
Earning a good income doesn’t always lead to financial stability. This episode explains why many high earners remain financially constrained, focusing on cash flow, spending patterns, debt, taxes, and structural factors that limit progress over time.This is a clear, non-hyped breakdown focused on understanding how financial systems and everyday behaviors interact—not advice, opinions, or predictions.
This episode includes AI-generated content.
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This is smart money explained, where finance is broken down clearly,
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without hype, opinions or predictions.
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Today we're not just you know, looking at spreadsheets or
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reading headlines. We're really trying to get into the emotional
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core of personal finance. Yeah, we want to cut through
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all that noise to find the signal, that little piece
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of truth that's kind of buried and are all the
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anxiety and frankly the staggering debt figures we all hear about.
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And it's such a critical thing to do because the
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story of American finance, it really lives in two completely
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separate worlds. On one side, you've got these raw, very
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high stakes personal stories, you know, the incredible successes people have,
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but also the confusion, the real anxiety millions of people
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are facing. And on the other, on the other, you
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have these huge, almost sterile seeming data sets that policymakers
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and researchers use. Our job today is to try and
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bridge those two world's for you the learner, and figure
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out how they connect.
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Okay, so let's unpack this. We've pulled our material from
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two very different universes. First, the super personal, often emotional
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stories shared on places like Reddit, student loans and financial independence,
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ripe poverty finance. Yeah, the real ground truth exactly. And
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then we have the official sources, the big aggregate data
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from governments and nonprofits. We're talking about the CFPB, the
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bureauegonomic analysis, the OECD, and even these massive web archives
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like common Crawl.
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So our deep dive today is really built on this
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central tension. We want to understand how these individual success
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stories are happening. Right. Often it's because of a temporary
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policy window or just sheer force of will from a
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high earner.
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But at the same time, we have to look at
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the systemic pressures exactly.
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Things like runaway housing costs, healthcare debt. These are creating
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structural barriers that just make the struggle so much harder
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for almost everyone else. We really want to see how
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that micro level debt battle reflects the macro level economic
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reality and.
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Maybe most importantly, what that actually means for your personal strategy.
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Let's get started with the emotional high the debt freedom stories.
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I mean, these posts, they're just explosive, They're these moments
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of pure relief, and we're not just talking about small balances.
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These are life changing, six figure payoffs that it took
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years of just relentless focus, and the relief is almost
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you know, you can feel it coming off the screen.
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Absolutely. And when you look at these cases of like
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hyper speed debt payoff, two things immediately jump out. You
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need a high income and you need really strategic timing.
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The stars have to align, they really do. Take the
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case of the person who paid off a massive two
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hundred and sixty two thousand dollars student loan balance.
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Wow, two hundred and sixty two thousand, that's a mortgage.
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It is a mortgage, and their story is really the
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blueprint for this kind of accelerated path. So they had
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two hundred and forty five thousand dollars in principle and
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then another seventeen thousand dollars in interest. Okay, And the
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key thing is they graduated from an MBA program in
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twenty nine nineteen. Now think about that timeline for a second.
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So right before the pandemic exactly.
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They had only a few months of normal standard repayment
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before that historic long running interest rate pause for federal
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loans kicked in.
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That pause was everything.
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It was their tailwind for four years. They could earn
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a high salary from their mba job and just funnel
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every spare dollar they had not at interest, but at
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chipping away at that massive principle.
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So every payment they made was one hundred percent effective.
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No money was being burned off.
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By interest, none, and they didn't just you know, spend
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a little less. They used that pause as a massive
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intentional saving period. They explicitly said that the interest rate pause,
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combined with their high income job is what allowed them
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to make these huge principal payments near the end of
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twenty twenty three and then just wipe out the entire
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thing this year.
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Without that pause, the interest would have just kept piling up.
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They might have paid tens of thousands and just you know,
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stood still.
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For sure, it would have added tens of thousands back
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onto their balance.
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It was a game changer, and we saw an even
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more story someone paying off three hundred and sixty six
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thousand dollars in just a little over two years. Yeah,
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I mean that scale and speed is almost unbelievable. It is.
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And again the recipe is the same, just sort of
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turn up to eleven high income job check leveraging the
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COVID fourbearance double check.
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So how did they manage it that fast.
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Well, this person was making these aggressive ten thousand dollars
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a month payments once the interest started up again. But
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the really brilliant part was what they did during the
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interest pause. Okay, they saved those massive potential payments, but
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they didn't just stick them in a regular checking account.
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They put them in a high yield savings account. Oh
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that's smart, it's genius. So when the interest was set
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to resume, they had this huge lump sum of cash
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ready to go, and it had been earning its own
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interest the whole time. They used that cash to make
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a massive payment right at the start.
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So they were essentially arbitraging the system.
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That's a great way to put it. They were arbitraging
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the difference between their zero interest student loans and the
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four or five percent they were getting in their HYSA.
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It maximized their initial principle reduction in a huge way.
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But I mean, doesn't that just prove that the system
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is completely broken? If you need a high six figure
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salary and a once in a century interest pause to
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get out of debt in a few years, what hope
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does the average person have?
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That's the question, isn't it?
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These stories are amazing, but they also highlight this extreme
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level of financial privilege.
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They absolutely do, and that contrast is exactly why we
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have to look at the people who don't have that
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high income, who don't have that perfect timing. We saw
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cases where the just the psychological distress of carrying debt
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drove people to make really radical, maybe even financially questionable decisions,
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just to stop the anxiety. The most extreme example was
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the thirty year old who is just so desperate. They
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were watching their balance grow by two hundred dollars a
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month from interest alone, and they just they liquidated everything everything,
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their life savings of fifteen thousand dollars and their entire
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thirty two thousand dollars four h one gay thru it
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all at the debt. To hit a zero balance on
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your debt by starting over at zero net worth at
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age thirty, that is a profound choice.
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Any financial advisor we tell you, that's a terrible idea.
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Oh absolutely, they would universally condemn it. You're losing all
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that future compounding growth, you're paying tax penalties. But that
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person's calculation wasn't financial, It was entirely emotional. They valued
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the relief of stopping that interest clock, that constant feeling
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of running on a treadmill and going nowhere more than
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decades of theoretical growth, and that decision, I think it
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just speaks volumes about the mental bandwidth that student debt consumes.
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And then on the other end of the spectrum we
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have the long haul story. This shows what it looks
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like when that high income fast track method just isn't
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an option. The person who finally paid off one hundred
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and twenty nine thousand dollars over twenty.
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Eight years, twenty eight years, almost a whole career.
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It is that journey started with a bachelor's degree back
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in two thousand and one, and then they got more
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degrees later, a master is in twenty sixteen. For the
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first ten years, they said they just struggled to make
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any dent at all.
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So what changed.
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They finally got a good paying job after twenty thirteen.
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But their strategy wasn't about leveraging a historic pause. It
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was just pure unadulterated consistency. She just grinding it out,
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grinding it out. They lived frugally, always paid more than
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the minimum, and aggressively through every single bonus, every tax refund,
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even their initial hiring bonus straight at the loans. That
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is the definition of a sustained, decades long campaign that
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finally brought them some peace.
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So once that celebration is over, or for people who
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are still striving for that zero balance, it seems like
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the administrative complexity of the whole system turns the repayment
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process into a complete nightmare.
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Oh it's a huge theme. This administrative tangle is one
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of the most consistent things you see in the user feedback.
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It really suggests that the servicing system struggles and struggles
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significantly with just basic accuracy and processing.
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Speed, and the psychological impact must be immense.
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Think about the user who was meticulously tracking their payments.
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They were working toward three hundred payments for forgiveness. They
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saw their Mohalis statement finally click over to three hundred.
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The moment of freedom, you'd think.
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So they're expecting that email, that feeling of relief, But
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then the very next day the counterflips back to two
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ninety nine.
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Oh no, that's just soul crushing it is.
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It's not just a clerical error in that moment, It's
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this profound moment of bureaucratic betrayal. It just destroys any
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trust you have in the system, and it shows how
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even rupine things get so complicated. We saw another case
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someone overpaid a loan, creating a negative balance. They had
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a credit exactly, and they spend over three months just
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trying to get the servicer to apply that overpayment to
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their other loans. Three months, three months, and they were
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told these requests have to go through the Department of
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the Treasury. So for three months, that user's own money,
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their own funds, were just sitting there inaccessible, while their
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other loans were still accruing interest.
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That's a damaging bottleneck. Every week that dollars is just
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sitting idle, is money that is not working for them right.
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But the administrative chaos is I think most punishing for
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older borrowers, the ones with really complex histories.
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Like the tragic story of the fifty seven year old.
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They're now facing one hundred thousand dollars in original.
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Principle, which is already a huge amount, and then.
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An additional equally horrifying one hundred thousand dollars in interest,
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a total of two hundred thousand dollars in debt.
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And that debt ballooned because their servicer which was navant
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at the time, had put the loan into an unexpected
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deferment for eighteen years.
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Eighteen years without them knowing. It was a total shock
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to the borrower. They thought they were making payments, doing
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the right thing, and now they're being advised to consolidate
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just to try and untangle this mess with payments that
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are projected to last until they are eighty six years old.
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That's not just a life sentence. That's a failure of
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regulatory oversight, a failure of servicing integrity, one hundred thousand.
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In unnecessary interests. It's just ya is a system failure.
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The one little limmer of light in all this administrative
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fog seems to be the golden email. This is the
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thing that grants forgiveness to long term borrowers often to
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correct these exact kinds of past servicing errors.
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Right, and we saw this ecstatic post from someone who
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got confirmation of their IDR forgiveness after hitting three hundred
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and four payments on the old income based Repayment plan.
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That's twenty five years of payments finally being validated.
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That relief, having a quarter century of effort finally means
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something that has to be the direct counterpoint to seeing
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your payment counterflip from three hundred back to two ninety nine.
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It's powerful, for sure, but that forgiveness is happening right
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alongside some significant policy instability, and that is generating a
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whole new wave of anxiety for millions of people who
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are still trying to pay these things off.
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We have to talk about the legal landscape, specifically what's
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happening with the save plan.
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Yes, we need to be really impartial here and just
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report what's happening. We saw the news about the settlement
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agreement with Missouri which intends to end the SAVEE plan.
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The Department of Education announced this, but.
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They haven't said what happens next, not yet.
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They said that the details on the transition, you know,
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the mechanism, the timeline, what's going to look like, all
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of that will follow. But for current borrowers who have
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built their entire budget around the low or zero dollar
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payments from SAVEE, this creates this immediate, profound uncertainty about
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their future.
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And that uncertainty translates instantly into very real fear, fear
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about wage garnishment, about default.
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And we saw a harrowing example of this. A user
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shared conflicting data from two official sources. Their account with
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advantage their servicer showed a zero dollar payment due in
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January twenty twenty six.
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Okay, so that's what they're expecting, that's their current status, right.
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