PodcastsBusinessThe Wall Street Skinny

The Wall Street Skinny

Kristen and Jen
The Wall Street Skinny
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253 episodes

  • The Wall Street Skinny

    Spilling the Tea on EXACTLY How Much Investment Bankers & Private Equity Get Paid Ft. High Yield Harry

    04/07/2026 | 1h 2 mins.
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    How much do people on Wall Street actually get paid? In this episode, we're pulling back the curtain on real compensation numbers for the first decade of a finance career — from analyst to vice president, roughly ages 21 to 30. We break down pay across the investment banking division on the sell side, plus the most coveted buy-side exits: private equity and private credit. For the first time, we're sharing hard data covering base salaries, bonuses, top-bucket vs. bottom-bucket payouts, and how deferred cash and stock create "golden handcuffs" as you climb the ladder.

    We're joined by the anonymous voice behind High Yield Harry and founder of Buy Side Hub, a platform that crowdsources real, anonymous compensation data from across the industry. Together we dig into how on-cycle private equity recruiting has evolved (and gotten absurdly early), why banks are now fighting to keep their analysts instead of spitting them out after two years, what carry actually is and how it differs between megafunds and lower middle market shops, and whether the buy side is still the promised land — or whether staying on the sell side might actually be the better trade in today's market.

    Whether you're a college student targeting your first analyst seat, a junior banker weighing an exit, or just curious what these jobs really pay, this episode gives you the data and context to understand your leverage. We also get into hours worked across private credit and private equity, the rise of finance influencers, the declining value proposition of business school, and how AI is reshaping the industry. Check out Buy Side Hub at buysidehub.com for more compensation data, and don't forget to like, subscribe, and drop your questions in the comments!

    High Yield Harry, an anonymous former credit investor who became a large FinTwit personality. "Harry" runs Buyside Hub, a Compensation Analytics platform for Wall Street professionals, and has a few newsletters including The Wall Street Rollup.
    Shop our Self Paced Courses:
    Investment Banking & Private Equity Fundamentals HERE
    Fixed Income Sales & Trading HERE
    Subscribe to our Substack: https://substack.com/@thewallstreetskinny
  • The Wall Street Skinny

    Elon Musk Engineered SpaceX IPO "Perfectly": But What Comes Next When 95% of Stock Unlocks?

    19/06/2026 | 29 mins.
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    After the largest IPO in history (SpaceX, ticker SPCX, priced at $135), only about 5% of the company — roughly $83 billion — is actually free to trade. Insiders are locked up, the banks that underwrote the deal can't lend shares to short sellers, and index funds are being forced to buy as SpaceX joins the Nasdaq-100 and the Russel. In this episode of The Wall Street Skinny, Jen and Kristen, both former Morgan Stanley investment bankers, break down how the IPO was engineered — and the question every SpaceX investor should be asking: what happens when all that locked-up stock can finally sell?

    First, we cover what is normal in an IPO so you can see what isn't. We cover price talk vs. the $135 take-it-or-leave-it pricing, the green shoe, perpetual futures, and the fast-track Nasdaq-100 inclusion pulling in billions of passive buying.

    We lay out the risks, meaning the the wall of supply coming. Unlike the standard 180-day lockup, SpaceX is staggering its release: the first ~$240-500+ billion of stock unlocks after the first earnings report around September, with more tranches every few weeks after that — over $1 trillion freely tradeable by December, on the way to a ~$2 trillion overhang once Elon Musk's one-year lockup rolls off. 

    But we also lay out why the passive buying actually helps dampen that supply PLUS why many institutional investors are NOT bearish on the stock despite the insane valuation.

    If you want to learn MORE from us, check out our Investment Banking & Private Equity Fundamentals course where we go deep into accounting, Excel and Financial modeling, valuation (DCF, comps etc.), M&A analysis and LBO analysis. https://thewallstreetskinny.com/investment-banking-private-equity-fundamentals/

    If you're just here to have fun, subscribe for more high finance explained through the lens of pop culture, markets, and your favorite shows.
    Shop our Self Paced Courses:
    Investment Banking & Private Equity Fundamentals HERE
    Fixed Income Sales & Trading HERE
    Subscribe to our Substack: https://substack.com/@thewallstreetskinny
  • The Wall Street Skinny

    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 | 1h 12 mins.
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    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 HERE
    Fixed Income Sales & Trading HERE
    Subscribe to our Substack: https://substack.com/@thewallstreetskinny
  • The Wall Street Skinny

    How Google Front-Ran SpaceX with a Record Breaking $85 Billion Equity Raise

    11/06/2026 | 23 mins.
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    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 HERE
    Fixed Income Sales & Trading HERE
    Subscribe to our Substack: https://substack.com/@thewallstreetskinny
  • The Wall Street Skinny

    How Spotify Turned a Free Product into a $100 Billion Company

    10/06/2026 | 41 mins.
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    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 HERE
    Fixed Income Sales & Trading HERE
    Subscribe to our Substack: https://substack.com/@thewallstreetskinny
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About The Wall Street Skinny
Where Bloomberg meets Page Six. Join us -- Kristen and Jen -- two former Morgan Stanley and Lehman Brothers investment bankers who take the most complex deals, market moves, and stories in finance and distill them into what actually matters. From conversations with the biggest names in investing to deep dives people can’t stop sharing (not to mention the occasional HBO Industry red carpet), this is the show Wall Street is obsessed with.
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