The Wall Street Skinny

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  Why Jamie Dimon Won't Buy Stocks OR Bonds Right Now 24.07.2026 16dk

  Short interest in the S&P 500 is sitting near its highest level since 2010, Jamie Dimon says he won't touch US stocks or Treasuries at these prices, and SpaceX is the ninth-most-shorted stock in the market ahead of its very first earnings report. So this week we're asking: why is everyone so bearish when the market is up more than 15% from the March lows? What did Alphabet's first-ever negative free cash flow quarter reveal about the real cost of the AI buildout? And when the five biggest hyperscalers are planning to spend nearly as much as the US military in a single year, who's actually going to fund it — and at what price? That last question took us straight to the bond market, where things look even scarier. Why are Meta, Oracle, and SpaceX's 30-year bonds trading 40-60 basis points wider just weeks after issuance? Why have 30-year Treasury yields held above 5.00% for the longest stretch in two decades — and is 5.00% the new floor instead of the ceiling? With a Fed meeting days away and Chairman Warsh's hawkish instincts colliding with the biggest negative CPI print since 2020, we dig into what the rates market is telling us about risk premiums across every asset class... and whether anyone wants to own anything right now.
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  Ex-Morgan Stanley Bankers' "Yesteryear" HOT TAKES: Trad Wives vs. Career Women 18.07.2026 1sa 14dk

  We're talking about the buzziest --- and most controversial --- book of the summer: "Yesteryear" by Caro Claire Burke. It poses a question no one's brave enough to answer: are trad wives and career women fundamentally at odds? Or are they two sides of the same coin, minted by a bigger system that profits from their fight? As two Wall Street veterans recently profiled in Bloomberg for our new career as "finance influencers", we HAD to talk about the novel everyone is calling "rage bait", and we've got quite a lot to say. Fair warning: we spoil everything, INCLUDING the plot twist that has readers and critics alike up in arms. Why is a finance show covering a book about a trad wife influencer? The biggest names in this space, like Ballerina Farms and Nara Smith, are pulling in millions every year. The raw milk industry is a multi-billion dollar megalith expected to double in the next few years. And all of this is fueling a vertical of the creator economy that is growing in size (and scandals). What happens when a woman builds an empire by performing traditional acts of subservient domesticity on the most modern machine ever invented? We also turn the lens on ourselves, as moms, influencers, and educators --- where's the line between education and performance, and what responsibilities come along with influence?  Whether you loved this book, hated it, or refuse to read it on principle, we want to know what you think! Let us know in the comments...
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  How AI is Repeating the Exact Mistake that Bankrupted Enron | 50-Year Power Insider 16.07.2026 47dk

  With hyperscalers like Meta, Google, Amazon and SpaceXAI burning through cash, we decided to answer the question underneath all of it: what is this money actually buying? In this episode we start high level with a primer on the AI ecosystem or what Nvidia's CEO Jensen Huang calls the "five-layer cake" of AI — energy, chips, infrastructure, models, applications. We get into the vocabulary everyone uses and nobody defines: what a hyperscaler actually is, how it differs from a frontier model company like OpenAI or Anthropic, why Oracle only plays in one layer while Google plays in all five, and what a NeoCloud like CoreWeave is really doing when it borrows against its own chips. Then we get into the grid — all three of them — including how power prices get set, the difference between regulated and deregulated states, why Meta's $200 billion Project Hyperion campus in Louisiana needs enough electricity to power half of Manhattan in the summer, and why the new rule for data centers is essentially "bring your own electrons." We also dig into the tax incentives driving the timing of all this spend, and why states are competing so ferociously for projects that employ almost no one once the construction crews go home. Then we bring on an extra special guest: power expert. Ron Kelly, who spent 50 years in power and energy — as an engineer, at Calpine, and developing natural gas-fired power plants and solar plants all over the United States the country. He also happens to be Kristen's dad. His take is bracing: he's seen this movie before. Between 1995 and 2005, roughly 300 gigawatts of power projects were announced on the promise of the internet. 168 got built, 130 were canceled, the rest died, and Enron, Mirant, NRG, and Calpine all ended up in Chapter 11. Today's data center pipeline is about the same 300 gigawatts. Ron explains risks that could complicate the build out necessary to get all the needed power infrastructure online: the interconnection studies, transformer backlogs — plus what he really thinks about the security of the largest machine humans have ever built. Connect with Ron at   / ronald-kelly-pe-mba-3587a718  
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  Mindy Kaling's "Not Suitable for Work": Our Hot Takes on the Show About Investment Banking in NYC We've Been Waiting For 14.06.2026 1sa 12dk

  Send us Fan Mail Mindy Kaling's new sitcom "Not Suitable for Work" just dropped, and we have thoughts. We are two Wall Street veterans breaking down everything the show gets right — and wrong — about what it actually looks like to show up as a first-year analyst at a bulge bracket investment bank, navigate office politics (and romance!), and try to build a life in New York City on a salary that sounds impressive until you see the rent. But this episode goes way beyond the finance. We're digging into the bigger questions the show raises: Is the Gen Z "lazy" narrative fair, or are young people today actually working harder than any generation before them for a fraction of the opportunity? What does the clash between generations reveal about the tension between hustle culture and the new workplace? And when a show in 2025 depicts five young people meeting, dating, and falling for each other entirely without apps, is that wish fulfillment or an active campaign for something we've lost? We're also getting into the male-female dynamics, the nepo baby problem, the intergenerational clash between millennials and Gen Z, and what it means that the most cutthroat character in the entire friend group is a woman. Plus — what does it say that the show's most pointed commentary on AI lands not in the banking storyline, but through a struggling med-student-turned-actor being asked to dig the grave of his own profession? We LOVE reviewing books, movies, tv shows, and everything in pop culture from a finance aspect --- send us your ideas for what you want us to review next! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  How Google Front-Ran SpaceX with a Record Breaking $85 Billion Equity Raise 11.06.2026 23dk

  Send us Fan Mail While everyone's been fixated on the SpaceX IPO, Google quietly pulled off the largest equity offering in history—roughly $85 billion—and basically front-ran the entire market to do it. In this episode of The Skinny on Wall Street, Kristen and Jen break down why a cash-printing machine like Alphabet would raise money at all, and why they did it in the most fascinating way possible: a Berkshire Hathaway private placement at a discount, a common stock offering across Google's quirky three share classes, a $40 billion at-the-market program, and the structure that confuses almost everyone—the mandatory convertible.If you've ever nodded along to "convertible debt" but secretly wondered what the hell stock that converts into stock actually is, this one's for you. Kristen (the First Lady of Valuation herself) walks through exactly how a mandatory convert works—why the number of shares you receive is a moving target tied to the share price, how the conversion math plays out from zero to a 25% premium and beyond, and why Google layered on a capped call to claw back even more upside. Along the way, they get into book-runner drama, IPO fee structures, why Tesla loved these trades, and what it really signals when sophisticated issuers are dumping rich equity, rich volatility, and rich call skew onto a market full of bullish retail buyers.The bigger picture? This is the AI build-out narrative wearing a new outfit. With 100% CapEx deductibility on the table and a talent war driving nine-figure pay packages, the smart money is raising as much as it can, as fast as it can—and using the hype to do it on favorable terms. Tune in for a clear, no-jargon breakdown of one of the most interesting capital markets moves of the year. Want to go deeper? Check out our Investment Banking & Private Equity Fundamentals course taught by Kristen Kelley—20 years of Wall Street knowledge, yours for two years. Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Spotify Executive: How to Become a $100B Company When Everyone Expects Your Product Free 10.06.2026 41dk

  Send us Fan Mail We've done the finance of Industry, the finance of Succession, the finance of Belle Burden's Strangers — but we've never done the finance of CREATORS. So when Spotify invited us to their Investor Day, we knew we had to sit down and ask the question every aspiring musician, podcaster, and Instagram creator is obsessing over: in a world where everyone wants to be a creator, how does anyone actually get paid?In this episode, we talk with Gustav Gyllenhammar, SVP of Markets and Subscriptions at Spotify, about the surprisingly complicated machinery behind every stream you play. Where does your $12.99 a month really go? How much does a million downloads of a song actually pay out? And how did a company born out of a piracy-ravaged Sweden convince an entire generation to start paying for something they'd grown up expecting for free? We get into the labels-versus-songwriters split, the rise of the independent artist, and the one number that explains why Spotify thinks it's playing a completely different game than the AI companies scraping the internet for content.Which brings us to the real tension underneath it all: as LLMs hoover up the work of writers, musicians, and creators everywhere, who's building a model to actually compensate them — and is Spotify offering a better blueprint? We dig into Spotify's philosophy on AI, why they waited so long to touch it on the music side, what "Time Well Spent" means when every other platform is optimizing for your attention, and whether the creators who power these platforms are about to get boxed out of their own economy. Plus: the new Universal Music partnership, the audiobook feature Jen has been praying for, and why a direct listing might be the most underrated way to go public. Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  SpaceX Just Rewrote the Rules of the Stock Market (And Most People Had No Idea) 06.06.2026 31dk

  Send us Fan Mail In this episode, we dig into one of the biggest market questions hiding behind the hype around mega IPOs: what happens to passive index investors when companies like SpaceX, Anthropic, and OpenAI go public?  We ask why the VIX and major indices like the S&P 500 and Nasdaq look calm, while single-name stocks like Tesla are showing much higher implied volatility, and why the spread between index volatility and individual stock volatility has reached extreme levels. Along the way, we break down the dispersion trade, implied versus realized volatility, and whether upcoming IPOs could force investors to rotate out of existing AI, tech, and “Elon trade” names to fund new allocations.We also explore how changing index rules could reshape the market structure itself. Should a massive company like SpaceX be included quickly in the Nasdaq or S&P 500? How do float requirements, seasoning periods, profitability screens, and liquidity constraints affect ETF investors and passive funds that have to buy the underlying shares? We debate whether excluding these mega-cap IPOs would distort benchmarks, whether including them could create liquidity pressure, and how SpaceX, Anthropic, and OpenAI could change the relationship between passive investing, active stock picking, and index volatility.Finally, we ask whether today’s market setup is starting to echo the dot-com bubble, with bullish sentiment, a low put/call ratio, AI enthusiasm, and a wave of high-profile IPOs creating both opportunity and risk. Are investors buying call options like lottery tickets? Could the arrival of new public AI and space stocks drain capital from the Mag Seven, Tesla, software, and private markets? And as AI infrastructure companies become publicly investable, we question whether the real winners will be the foundational LLM providers, the tech giants, or the next generation of startups built on top of them. Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Ex-Morgan Stanley Bankers: "Strangers" How Much Belle Burden's Husband Was Actually Earning 03.06.2026 42dk

  Send us Fan Mail No one is talking about the insane thing that's happened to Big Law partner compensation over the past decade — and how it stacks up against Wall Street. In this deep dive we broke down EXACTLY what's going on. What started as an attempt to quantify how much Belle Burden's husband — from the cultural phenomenon Strangers — was actually earning during their marriage, after he left Davis Polk and landed at an equity long/short hedge fund, turned into a full-blown investigation: how Big Law and hedge funds really make money, what the compensation structures look like, and who actually comes out ahead. We were positive we knew the answer. We were wrong. Here's what we're not going to spoil — but here's what's on the table: One firm reportedly offered $80 million over three years to poach a single partner. That's not a typo. That's hedge fund money… for a lawyer. The top firms are clearing eight figures per partner — and we name them. The Financial Times has reported some hedge fund traders are being offered 9 figures comp packages but how does it vary roles by role, firm by firm and year by year,   We get into the lockstep model, the eat-what-you-kill brutality of the buy side, "two and twenty," and the math of who's really ahead at 25, at 35, at 45 — plus the quiet shift that flipped the entire game while almost nobody outside the industry was watching. 📩 The FULL breakdown, complete with financial model if you want to see play with key assumptions lives on our Substack: https://substack.com/@thewallstreetskinny  🎧 Our original breakdown of Strangers: https://youtu.be/3fbWStK44P0?si=N5Qif1UhVxz06i7l 🏛️ For the deal nerds — our Caesars Palace coup series: https://youtu.be/VKROBLck-RA?si=oF8tiwyuwvthXM26 Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Ex-Morgan Stanley Bankers: "Strangers" by Belle Burden Part 1 | Our Initial HOT TAKES 27.05.2026 51dk

  Send us Fan Mail Two weeks ago, one of the most powerful women on Wall Street asked us to weigh in on Belle Burden's bombshell memoir: "Strangers". As two women who've lived and worked in every world this book touches — from raising three kids in New York City to working on Wall Street to growing up in Massachusetts and spending summers on Martha's Vineyard — we're uniquely positioned to read between the lines of a story that's been everywhere from Oprah to every video in your feed. In this episode, we break down the full financial picture most coverage glosses over: the prenup that may have been the original sin of the marriage, the real numbers behind a Davis Polk associate's salary vs. a fund-of-funds partner's take, how much Belle's husband likely earned at Arden and Select Equity, the math on a $4M Tribeca apartment and a $5.4M Martha's Vineyard estate, and why "running up quicksand" is the only way to describe trying to build wealth on a W-2 in Manhattan if you don't have a wife who's heiress to a Vanderbilt fortune.  We also dig into the power dynamics — the resentment baked into the prenup negotiation, the "make me a sandwich" moment, the affair with a sell-side banker, and why the cheating partner in these stories is almost never really about the other person. But here's where their take diverges sharply from Belle's own messaging: the real lesson isn't "know your finances" — it's something much harder.  We argue that no amount of financial literacy would have changed Belle's story. Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Hedge Funds Want the Equity in Your Home, feat. Tacora Capital Founder Keri Findley 26.05.2026 40dk

  Send us Fan Mail In this episode we dig into the state of the American consumer's balance sheet, which on paper isn't broke but is increasingly "boxed in." We walk through eye-opening Federal Reserve data: total household debt hit an all-time high of $18.8 trillion in Q1 2026 (up $4.6 trillion since pre-COVID), credit card balances peaked at $1.25 trillion with rates north of 20%, and while headline wages are up roughly 32% since 2020, real inflation-adjusted earnings have grown just 2-3% against housing, insurance, and grocery costs that have surged 60-80%. The result is a deepening K-shaped economy where homeowners are sitting on a record $17.8 trillion in equity, including roughly $11.6 trillion that's "tappable," but can't realistically refinance out of their 2-3% pandemic-era mortgages.That sets up a fascinating conversation with Kerry Finley, founder of Tacora Capital, about Home Equity Investment options (HEIs), a product profiled in a recent Bloomberg piece. Unlike a HELOC, an HEI isn't debt: an originator like Point Digital buys a percentage of the equity in your home for cash today (with a volatility haircut), takes no monthly payments, and settles up when you sell or refinance. Kerry breaks down a clean example using a million-dollar home with a $600K mortgage, explains why this product fits borrowers who can't clear the 750+ FICO bar for a HELOC (including 1099 and K-1 earners), and why the average returns on these instruments have been around 17% since 2015.We also explore why this isn't a 2008 redux, where HEIs fit in residential real estate's hyper-local landscape, and how the product might actually serve as a credit-curing tool for consumers carrying expensive card debt.  Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  $53 Billion Hedge Fund Chief Strategist: The Next Market Shock Is Hiding in Plain Sight 14.05.2026 55dk

  Send us Fan Mail We sat down with Elizabeth Burton, the new Chief Strategist at Fortress, one of the world’s biggest and most respected hedge funds, to ask what actually matters most in this market — and her answer might surprise you.This is the same Elizabeth Burton who, back in 2020, made the call that inflation would be sticky, not transitory — while much of the market, and even the Fed, was still arguing the opposite. Now she’s back with another uncomfortable view: the market may be focusing on the wrong risks again. In this episode, we ask why the bond market matters so much, whether investors are too eager to believe we’re going back to a 2018-style world of low rates and easy returns, whether the panic over private credit is missing a bigger problem in private equity, and what happens if AI disruption doesn’t stop at software.We also get into the next sector that could be blindsided by AI, why the allocator world may become increasingly K-shaped, how the biggest institutions could fall behind if they can’t move fast enough, and what market risks keep investors up at night even more than private credit. Plus, Elizabeth tells us how she almost became a New York City beat cop, why Fortress is not the private equity shop some people think it is, and how she almost got denied insurance coverage after being accused of climbing Mount Everest. You do not want to miss this episode!! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Burry Left in a Hurry! The Loophole GameStop Could Use to Pull Off Buying eBay (10x its Size) 08.05.2026 24dk

  Send us Fan Mail Michael Burry just dumped all his GameStop shares. eBay reportedly deactivated Ryan Cohen's account. And the $56 billion "takeover" GameStop pitched on CNBC? It would actually have eBay shareholders paying for most of it themselves. We're back to break down the latest twists in the GameStop–eBay drama — and why this deal is structured unlike almost any takeover Wall Street has seen. In this episode, Kristen walks Jen (and you) through the rollover equity mechanics that make this look less like an LBO and more like a SPAC, the precedent Bill Ackman set when he paid $10 million to get the SEC to approve his SPARC, and why levering eBay up at 7–10x puts the combined company at material bankruptcy risk over the next few years. We also get into why eBay might actually want a version of this deal (just not this version), and whether a  private equity firm could step in with a cleaner bid,  Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  GameStop Just Bid $56 Billion for eBay. What is ACTUALLY Going On???? 05.05.2026 17dk

  Send us Fan Mail 🚨 EMERGENCY EPISODE: GameStop just made an unsolicited $56 billion bid for eBay, and the math is NOT mathing. After watching CEO Ryan Cohen's bizarre live CNBC interview with Andrew Ross Sorkin (where he kept deflecting questions with answers like "it's on the website"), we hit *record* immediately to break this down.Kristen, our resident investment banking, PE, and M&A expert, walks through why this deal defies the laws of physics:The offer: $125/share, half cash, half stock — roughly $56bn totalGameStop's market cap: under $11bnCash needed: $28bn (GameStop has $9bn on hand + a "up to $20bn" TD Bank commitment letter)Combined company leverage: ~10x EBITDA (a massive LBO is typically 7x — banks don't do 10x)The $17bn equity hole: where is it actually coming from?We compare this to the Paramount/Warner Bros deal (spoiler: that one works because Larry Ellison is bankrolling it), unpack GameStop's curious 5% derivative stake in eBay, and explore the theories floating around — CEO comp package triggers, a possible "uno reverse" play to get eBay to bid for GameStop instead, and echoes of the Porsche/Volkswagen hostile takeover.Plus: Ryan Cohen's background, the dismissed Bed Bath & Beyond pump-and-dump lawsuit, and why no sovereign wealth fund has a strategic reason to write the check.Got a theory on what's really going on? Drop it in the comments.Want to learn how to actually run accretion/dilution analyses and tear deals apart like this? Check out our 35+ hour self-paced Investment Banking & Private Equity Fundamentals course, taught by Kristen.https://thewallstreetskinny.com/premium-self-study/ Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Every New Fed Chair Has Crashed the Market. A New One is Coming May 15th 30.04.2026 48dk

  Send us Fan Mail Jerome Powell's term as Fed Chair ends May 15th, and his likely successor Kevin Warsh is poised to walk into the most fractured Fed since 1992. In this episode, we're breaking down what actually happened at Powell's final meeting, who the dissenters were and why, and what it tells us about the Fed Warsh is about to inherit. But the bigger question we're wrestling with is this: what does Kevin Warsh actually want to do? He's been remarkably vocal for 20 years about his views on monetary policy, and his philosophy represents a real regime change — a more unified Fed, less hand-holding of markets, a smaller balance sheet, and a return to the Fed staying in its lane. We walk through who actually sits on the FOMC and how voting works, what quantitative easing really is and why we started doing it in the first place, the difference between monetary and fiscal policy (and why people keep confusing the two), and why "lower rates" doesn't mean the same thing to all people — including why a Warsh Fed could theoretically deliver a cut to the Fed funds rate alongside higher mortgage rates. We also get into the so-called "Chairman's Curse" — the eerie pattern of catastrophe that has marked nearly every Fed chair transition in modern history — and what event-day risk around FOMC meetings might look like under a chair who wants to communicate less, not more. Plus: Powell's surprising decision to stay on as a governor and the uncomfortable question nobody wants to ask out loud — if we're never going to take our medicine on the deficit, what is the role of the Federal Reserve actually supposed to be? Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Financial Times Reporter TELLS ALL: Sujeet Indap on Why Private Credit is Worse than Credit in 2008 | Caesars Part 3/3 25.04.2026 46dk

  Send us Fan Mail In Part 3 of our Caesars Palace Coup series, we're back with Sujeet Indap of the Financial Times — co-author of the definitive book on the $30 billion LBO disaster — to connect the dots between 2008's creditor-on-creditor violence and the private credit tremors rattling markets right now. Caesars itself is back on the auction block, with Tilman Fertitta's Golden Nugget circling alongside a potential management buyout involving Tom Reeg and Carl Icahn. We dig into what a 2.0 deal would actually look like, why existing bondholders could get layered all over again, and how the Vici REIT spinoff reshaped the entire capital structure in ways most headlines completely miss when they quote the "$7 billion" offer price. But the bigger story is what's happening across private credit broadly. In the last few weeks alone, Blue Owl permanently gated a perpetual fund, Blackstone partners had to backstop redemptions, and BlackRock, Cliffwater, and Apollo have all gated funds. We push Sujeet on the question every allocator is wrestling with: is this a contained correction or the early innings of something systemic? We get into why first-lien recoveries have collapsed, why loan-only capital structures and uni-tranche debt have changed what "senior secured" actually means, the PIK toggle canary that's quietly ticking up, and why the alt managers trading at 40x forward earnings may have priced in a growth story that's about to meet its first real credit cycle. We also cover the fascinating bifurcation playing out in real time — record investment-grade issuance from Amazon, Honeywell, and others on one end, while BDCs gate retail investors on the other — and what it means for the push to get private credit into 401(k)s. Plus: the $80 million Wachtell-to-Kirkland lawyer poaching that Sujeet wrote about and why it might be the most underrated leading indicator of the next debt crisis.  Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Restructuring 101: How Private Equity Pits Debt Investors Against Each Other | Caesars Part 2/3 20.04.2026 45dk

  Send us Fan Mail This is Part II of our Caesars Palace deep dive, and honestly, this is where things get truly unhinged. If Part I was the setup — the $30 billion LBO, the financial crisis, and the private equity firms scrambling to keep the lights on — this episode is the masterclass in what happens when the knives come out. We're breaking down the mechanics of distressed debt investing, restructuring, and bankruptcy. Above all, we'll explain how Apollo essentially invented a new playbook for stripping creditor rights that the entire industry now uses as standard operating procedure. How do you move billions in assets out of a dying company and into a clean entity without the creditors being able to stop you? Who determines the value of what's being transferred when nobody is representing the other side? And how does Britney Spears end up at the literal center of a multibillion-dollar restructuring that kept this whole thing alive way longer than it should have survived?And the biggest question of all (why we think this episode is mandatory listening right now): what happens when this playbook gets deployed AGAIN, today? We're already seeing the early signs: record levels of corporate debt coming due, earnings getting squeezed by higher rates, and redemption requests piling up. So what does creditor-on-creditor violence actually look like in practice? How do the alliances form and break? Why did the investors who got screwed the hardest in the Caesars saga end up being the biggest winners by the time the dust settled? And if you're sitting in any kind of debt instrument right now, how do you know whether you're the one holding the cards or the one about to get shut out in the cold?Stay tuned for Part III, the conclusion of this 3-part series, where we'll be interviewing author and Financial Times reporter Sujeet Indap! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Private Equity Knows Something Private Credit Doesn't | Caesars $30B LBO is the Playbook | Caesars Part 1/3 16.04.2026 49dk

  Send us Fan Mail Private credit is the crisis everyone's watching, but the real story -- and the one no one has been focused on -- is what private equity is doing behind the scenes.In Part 1 of our 3-part series, Kristen and Jen break down the $30 billion leveraged buyout of Caesars by Apollo and TPG, the deal that became the blueprint for what we now call "creditor-on-creditor violence" and flipped everything everyone thought they knew about the relationship between debt and equity investors on its head.This also happens to be the ultimate Private Equity & LBO deep dive as we start with the basics: what an LBO actually is, how it works, why private equity firms started to do club deals back in 2006/7 (hint...size) and how capital structures work at a high level.From there, Jen and Kristen walk through the actual structure of the Caesars deal — $6B in equity from Apollo, TPG, and 30+ co-investors (everyone from Goldman Sachs to the Michael J. Fox Foundation to Bob Kraft), $7B in bank loans, $6B in bridge-to-high-yield bonds, and $6.5B in commercial mortgage-backed securities sitting at the PropCo level. They explain what an OpCo/PropCo mean in laymen's terms, why it let Apollo juice leverage, why club deals fell out of favor in favor of co-invest structures, and how today's mega-LBOs (Electronic Arts, the Ellison family's Warner Bros. Discovery play) stack up against what was historic in 2007.This series is based on The Caesars Palace Coup by Sujeet Indap and Max Frumes — not sponsored, just genuinely one of the best case studies out there on LBOs and distressed debt investing. Stay tuned for Part 2, where Jen and Kristen get into everything that went wrong, the asset-transfer shenanigans, and the birth of creditor-on-creditor violence and how Britney Spears was the linchpin that kept it all together...until it all unraveled with the biggest names in investing, Apaloosa, Eliott, Oak Tree, Oak Hill, Paulson and more got in the ring. In Part 3, we sit down with Sujeet Indap of the Financial Times to talk about what the Caesars deal means for the private credit market today, and what exactly is going on with Caesars who is back in the news with Carl Icahn and billionaire Tilman Fertitta out with competing offers. Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Morgan Stanley's Head & CIO of Private Equity Solutions: The Ultimate Deep Dive into PE Investing 11.04.2026 1sa 6dk

  Send us Fan Mail Buckle up, because this week we're sitting down with Neha Champaneria Markle, who runs the Private Equity Solutions group at Morgan Stanley Investment Management.Neha walks us through the entire private equity landscape and answers the questions you've been dying to ask an insider including: - Is "AI is going to destroy software and therefore private equity"? - Why are fundraising cycles getting longer?- What does vintage year really tell you about a fund's performance? - What's actually a "good" DPI, IRR, and TVPI- Why does every fund somehow claim to be top quartile? She also pulls back the curtain on subscription credit lines and how GPs use them to juice early IRRs, gives us a definition of "fund of funds" and "co-investment" that actually makes sense, and settles the score on whether PE investing is really just "volatility laundering".As the walls around private equity are coming down, it’s important to understand which sectors are secretly crushing it, how managers actually get selected, the fee structures, and what the "democratization of private markets" really means for returns going forward. Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Wall Street is Watching Something More Concerning than Oil 01.04.2026 42dk

  Send us Fan Mail Everyone's been freaking out about oil and stocks, but the scariest thing this past week actually happened in bonds, and almost nobody was talking about it. Last week the US Treasury held three auctions that were utter disasters, with dealer takedown more than double its 12-month average — worse than the tariff panic of April 2025. We get into what that means and why it matters.Then we get into the viral Fortune Magazine article claiming the US Treasury declared the federal government insolvent. It did not... the numbers they used aren't wrong — but the way they used them is, and we explain why you simply cannot apply corporate accounting rules to a sovereign government that prints its own currency and has a military. That said, we're not letting Washington off the hook. The fiscal picture is broken and we get into why.We wrap up with some of the wildest proposals circulating right now for how to fix the US debt problem — including one from self-proclaimed Bond King Jeffrey Gundlach that we're giving a hard pass. If you want the stuff that actually moves markets explained by people who used to sit on the desk, this is the episode.Subscribe to our Substack HERE: https://substack.com/@thewallstreetskinnyCheck out the Fixed Income Sales, Trading and Investing Premium Self Study HERE: https://thewallstreetskinny.com/fixed-income-sales-trading-investing/#fixed-income-sales Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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  Private Credit: Even Apollo's Trapped Investors. Here's Exactly What You Need to Know 28.03.2026 53dk

  Send us Fan Mail Private credit is all over the headlines — and all over your social media feed. Apollo just gated redemptions, Moody's stripped KKR's credit fund of its investment grade status, and Bill Maher is talking about it on late night TV. But what's actually going on beneath the panic? In this episode, we break down the alphabet soup of fund structures — publicly traded BDCs, private BDCs, interval funds — and explain why the vehicle you're invested in might matter just as much as what's inside it. What happens when you want your money back and the fund says no? And why are some managers bending over backward to meet redemptions while others are slamming the gate shut? Then we dig into a question most people aren't asking: if stress is building in credit markets, who actually stands to benefit? We sit down with Fabian Chrobog, CIO and co-founder of NorthWall Capital, who has spent over two decades investing through crises from the GFC to European sovereign debt and beyond. He walks us through the difference between distressed investing, special situations, and what he calls "credit opportunities" — and why the rebranding isn't just cosmetic. What does it look like to run toward the fire when everyone else is heading for the exits, and why might the best opportunities take years to show up? From the surprising world of lending against law firm case portfolios to the real reason "the distressed cycle is coming" has been the most overpromised trade of the last fifteen years, this conversation will change how you think about risk, liquidity, and where the smart money is actually going. Whether you're a retail investor trying to understand what your BDC actually is, or you just want to know why Wall Street keeps reinventing the same product with a new name — this one's for you. Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HEREFixed Income Sales & Trading HERE Subscribe to our Substack: https://substack.com/@thewallstreetskinny