The Wall Street Skinny

Kristen and Jen

What if finance could be fun? Or better yet…entertaining?! Join us, Kristen and Jen, two Wall Street veterans and life long best friends as we break down deals, talk about the news and the markets, and interview industry experts & celebrities. We're not afraid to ask all the dumb questions so YOU can go be smarter in real life. Meet us at the intersection of finance and pop culture --- subscribe today!

  1. 8H AGO

    Goldman Sachs’ Head of Alts for Wealth, Kristin Olson: What No One Tells You about Investing in Private Markets

    Send a text Kristin Olson, Goldman Sachs’ Head of Alternatives for Wealth and Asset and Wealth Management, sits down with us for the most candid, no-fluff conversation about private equity and private credit we've ever had. . She walks us through the very real benefits of investing in private capital while also answering the cynical questions: do “retail” investors in private equity products like evergreen funds and perpetual funds get the A-team investors? Are those structures getting the best deals? How do the fees compare to the fees on products for institutional investors? Plus, If more buyers flood the market, does that push prices up and compress returns?  Kristin breaks down for us how this whole ecosystem actually works, she discusses the biggest shift in private markets right now, and the pros and cons of newer structures that aim to make private assets feel more like “normal investing.”  Finally, we go deep on what investors should actually ask before putting money into private equity and private credit. Kristin talks us through how fees can be misleading, when carry is taken, hurdle rates, gating/redemptions, and what “liquidity” really means when markets get stressed. This is an episode every investor should listen to before putting private capital into their portfolio. For a 14 day FREE Trial of Macabacus, click HERE Visit https://iconnections.io/ to learn more about iConnections! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HERE Fixed Income Sales & Trading HERE Wealthfront.com/wss. This is a paid endorsement for Wealthfront. May not reflect others’ experiences. Similar outcomes not guaranteed. Wealthfront Brokerage is not a bank. Rate subject to change. Promo terms apply. If eligible for the boosted rate of 4.15% offered in connection with this promo, the boosted rate is also subject to change if base rate decreases during the 3 month promo period.The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC ("Wealthfront Brokerage"), Member FINRA/SIPC. Wealthfront Brokerage is not a bank. The Annual Percentage Yield ("APY") on cash deposits as of 11/7/25, is representative, requires no minimum, and may change at any time. The APY reflects the weighted average of deposit balances at participating Program Banks, which are not allocated equally. Wealthfront Brokerage sweeps cash balances to Program Banks, where they earn the variable APY. Sources HERE.

    51 min
  2. 2D AGO

    TWSS x CNBC's Dan Nathan & Guy Adami: "He Said She Said" | 100 Year Bond + Paramount / WBD Update

    Send a text In the sixth installment of He Said, She Said on the Risk Reversal Podcast, Kristen and Jen are joined by CNBC's Dan Nathan and Guy Adami to talk century bonds, Paramount / Warner Brothers update, and the existential angst surrounding AI. The episode kicks off with a listener question about Alphabet’s recent $32 billion debt issuance, including a rare 100-year sterling bond, prompting a deep dive into who issues century bonds, who actually buys them, and what locking in ultra-long-term rates signals about corporate views on term premium and fiscal risk.  From there, the group pivots to an update on the Warner Bros–Paramount–Netflix saga, Finally, the crew tackles the market’s rapidly shifting narrative around AI. What was once a universal tailwind for SaaS and hyperscalers now feels like a sector-wide threat, with investors “shooting first and asking questions later.” The group weigh in on productivity, unemployment fears, private market risk, and whether today’s selloff in software names is a buying opportunity or a warning sign.  For a 14 day FREE Trial of Macabacus, click HERE Visit https://iconnections.io/ to learn more about iConnections! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HERE Fixed Income Sales & Trading HERE Wealthfront.com/wss. This is a paid endorsement for Wealthfront. May not reflect others’ experiences. Similar outcomes not guaranteed. Wealthfront Brokerage is not a bank. Rate subject to change. Promo terms apply. If eligible for the boosted rate of 4.15% offered in connection with this promo, the boosted rate is also subject to change if base rate decreases during the 3 month promo period.The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC ("Wealthfront Brokerage"), Member FINRA/SIPC. Wealthfront Brokerage is not a bank. The Annual Percentage Yield ("APY") on cash deposits as of 11/7/25, is representative, requires no minimum, and may change at any time. The APY reflects the weighted average of deposit balances at participating Program Banks, which are not allocated equally. Wealthfront Brokerage sweeps cash balances to Program Banks, where they earn the variable APY. Sources HERE.

    34 min
  3. 4D AGO

    Industry S4E6 "Dear Henry": Why This Might Be the Greatest Episode of Industry Ever Made

    Send a text Recap & Breakdown of HBO's Industry season 4 episode 6, Harper launches her assault on Tender at the Alpha Conference, delivering a devastating short thesis complete with a DCF analysis and sum-of-the-parts valuation. We break down every piece of the finance, from enterprise value vs. equity value, what a price target of zero really means, and the real-world fraud parallels to Enron, Valiant, and Luckin Coffee. We also discuss why Tender's "convertible bond" is actually a putable bond (a la Succession Season 1).  Meanwhile, Whitney's relationship with Henry takes some deeply unsettling turns, and cracks in Tender's armor start showing from directions nobody expected. The episode's biggest revelations reshape everything we thought we knew, which would have been unbelievable had it not come directly from the Wirecard scandal. A bunch of our theories come true but sadly...and we discuss new theories and hopes given a shocking exit by one of our characters. With only two episodes left this season, the battle lines are drawn. Whether you're here for the finance masterclass or the character drama, this one has it all. Did you know we have a 25-hour Investment Banking & Private Equity Fundamentals self study that covers exactly what new hires get when they start on Wall Street? Step-by-step modeling, valuation, accounting, and more, delivered by Kristen who taught this exact content at firms including Blackstone, Morgan Stanley and more for over a decade. Check it out here:  https://thewallstreetskinny.com/investment-banking-private-equity-fundamentals/#investment-banking For a 14 day FREE Trial of Macabacus, click HERE Visit https://iconnections.io/ to learn more about iConnections! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HERE Fixed Income Sales & Trading HERE Wealthfront.com/wss. This is a paid endorsement for Wealthfront. May not reflect others’ experiences. Similar outcomes not guaranteed. Wealthfront Brokerage is not a bank. Rate subject to change. Promo terms apply. If eligible for the boosted rate of 4.15% offered in connection with this promo, the boosted rate is also subject to change if base rate decreases during the 3 month promo period.The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC ("Wealthfront Brokerage"), Member FINRA/SIPC. Wealthfront Brokerage is not a bank. The Annual Percentage Yield ("APY") on cash deposits as of 11/7/25, is representative, requires no minimum, and may change at any time. The APY reflects the weighted average of deposit balances at participating Program Banks, which are not allocated equally. Wealthfront Brokerage sweeps cash balances to Program Banks, where they earn the variable APY. Sources HERE.

    2h 48m
  4. FEB 12

    The Skinny On: SAAS-pocalypse, misleading jobs data, & Japanese equities breaking records, feat. Macabacus' CEO

    Send a text We're back with The Skinny On...three wild stories: confusing jobs data, Japan's equity market rally, and why everyone's freaking out about AI killing SaaS companies. Confused by the latest Non-Farm Payrolls report? So were we. The blowout headline number was nothing compared to the massive downward revisions to 2025's data. Yet somehow, bonds still sold off and the market has priced out March rate cuts. Huh?? We're not buying it. Then we jump to Japan, where the Nikkei's been ripping. Everyone's talking inflation, but the real story is decades in the making: Japan's finally ditching "holder capitalism" (where companies hoarded cash and protected jobs) for actual shareholder value. Prime Minister Takaichi's landslide win just accelerated reforms that started under Abe. With an aging population, pension funds need equities to work — so corporate Japan has no choice but to unlock value. Next: the "SaaS-pocalypse." Software stocks got obliterated on fears that AI will replace them entirely, pushing many loans in the tech sector into distressed territory. But remember: corporate cash flows don't vanish overnight. We share lessons from the past that suggest the current panic feels overblown, even if the existential threat is real. As our philosophical debate continues over the appropriate role for AI in the workplace, we bring on Charlie Schilling, CEO of Macabacus, to talk about how his company (creators of a beloved Wall Street productivity toolkit) is navigating this chaos and what AI actually means for financial modeling. Learn about our favorite tool, Macabacus, here: https://macabacus.com/wss For a 14 day FREE Trial of Macabacus, click HERE Visit https://iconnections.io/ to learn more about iConnections! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HERE Fixed Income Sales & Trading HERE Wealthfront.com/wss. This is a paid endorsement for Wealthfront. May not reflect others’ experiences. Similar outcomes not guaranteed. Wealthfront Brokerage is not a bank. Rate subject to change. Promo terms apply. If eligible for the boosted rate of 4.15% offered in connection with this promo, the boosted rate is also subject to change if base rate decreases during the 3 month promo period.The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC ("Wealthfront Brokerage"), Member FINRA/SIPC. Wealthfront Brokerage is not a bank. The Annual Percentage Yield ("APY") on cash deposits as of 11/7/25, is representative, requires no minimum, and may change at any time. The APY reflects the weighted average of deposit balances at participating Program Banks, which are not allocated equally. Wealthfront Brokerage sweeps cash balances to Program Banks, where they earn the variable APY. Sources HERE.

    50 min
  5. FEB 9

    TWSS x CNBC's Dan Nathan & Guy Adami: "He Said She Said" | SaaSpocolyspe + Elon Musk's SpaceX / xAI Merger

    Send a text Kristen and Jen are joined by Guy Adami and Dan Nathan of CNBC's Fast Money for the fifth installment of "He Said, She Said." The conversation kicks off with the so-called "SaaS Apocalypse" — the brutal selloff across software stocks — and unpacks how the market narrative shifted in just one week from "when will AI spending pay off?" to "what happens when AI destroys your core business?" The group debates whether the repricing is justified or overdone, digs into the credit market spillover with $17.7 billion in SaaS-related loans hitting distressed levels, and discusses what it all means for private credit exposure. From there, the panel takes on Bitcoin's collapse to $60,000 — roughly half its all-time high — and asks whether the "digital gold" thesis is officially dead now that crypto fell apart while precious metals hit records. They also break down the equity rotation into financials and energy, the irony of banks rallying on AI-driven deal flow while AI-adjacent companies crater, and what enterprise adoption of AI could mean for the hyperscalers longer term. The episode wraps with a look at Elon Musk's latest consolidation play, SpaceX acquiring xAI ahead of a rumored mega-IPO, and a macro check-in covering weak seasonals, a deteriorating jobs picture, rising 10-year yields, and the historical pattern of markets testing every new Fed chair. For a 14 day FREE Trial of Macabacus, click HERE Visit https://iconnections.io/ to learn more about iConnections! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HERE Fixed Income Sales & Trading HERE Wealthfront.com/wss. This is a paid endorsement for Wealthfront. May not reflect others’ experiences. Similar outcomes not guaranteed. Wealthfront Brokerage is not a bank. Rate subject to change. Promo terms apply. If eligible for the boosted rate of 4.15% offered in connection with this promo, the boosted rate is also subject to change if base rate decreases during the 3 month promo period.The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC ("Wealthfront Brokerage"), Member FINRA/SIPC. Wealthfront Brokerage is not a bank. The Annual Percentage Yield ("APY") on cash deposits as of 11/7/25, is representative, requires no minimum, and may change at any time. The APY reflects the weighted average of deposit balances at participating Program Banks, which are not allocated equally. Wealthfront Brokerage sweeps cash balances to Program Banks, where they earn the variable APY. Sources HERE.

    38 min
  6. FEB 7

    Private Infrastructure Investing 101 feat. Billionaire Founder / CEO: Mike Dorrell of Stonepeak

    Send a text In this Infrastructure 101 episode, we sit down with Mike Dorrell, co-founder, chairman, and CEO of Stonepeak, to unpack how infrastructure investing evolved from a niche corner of finance into one of the most important asset classes shaping the global economy. We walk through the origins of modern infrastructure investing --- from Macquarie’s early toll road and airport deals in Australia to the rise of private capital stepping in where governments once dominated --- and explain why infrastructure sits at the intersection of private equity, private credit, and project finance. Along the way, we break down what makes these assets unique: high barriers to entry, essential services, regulated cash flows, and long-duration returns. The conversation digs into the technical mechanics behind infrastructure deals, including project finance structures, equity versus credit exposure, the role of regulation and tax policy, and why governments are both critical partners and key sources of risk. We explore how infrastructure investors analyze energy markets, power pricing, traffic patterns, and permitting risk, and why changes in “the rules of the road” can make or break long-term investments. From municipal bonds to privatized airports, toll roads, utilities, and power plants, this episode connects the financial structures to the real-world systems people rely on every day. We also tackle the biggest theme driving headlines today: the AI data center boom. Mike explains why AI is accelerating massive investment across digital infrastructure and energy, what it means for power grids and electricity prices, and how investors distinguish between contracted, de-risked data centers and far more speculative builds. Woven throughout is Mike’s personal story --- from growing up in rural Australia to helping build a global infrastructure platform --- and a candid discussion of what it takes to build durable businesses, invest through cycles, and think long term about both capital and legacy. For a 14 day FREE Trial of Macabacus, click HERE Visit https://iconnections.io/ to learn more about iConnections! Shop our Self Paced Courses: Investment Banking & Private Equity Fundamentals HERE Fixed Income Sales & Trading HERE Wealthfront.com/wss. This is a paid endorsement for Wealthfront. May not reflect others’ experiences. Similar outcomes not guaranteed. Wealthfront Brokerage is not a bank. Rate subject to change. Promo terms apply. If eligible for the boosted rate of 4.15% offered in connection with this promo, the boosted rate is also subject to change if base rate decreases during the 3 month promo period.The Cash Account, which is not a deposit account, is offered by Wealthfront Brokerage LLC ("Wealthfront Brokerage"), Member FINRA/SIPC. Wealthfront Brokerage is not a bank. The Annual Percentage Yield ("APY") on cash deposits as of 11/7/25, is representative, requires no minimum, and may change at any time. The APY reflects the weighted average of deposit balances at participating Program Banks, which are not allocated equally. Wealthfront Brokerage sweeps cash balances to Program Banks, where they earn the variable APY. Sources HERE.

    1h 5m
4.9
out of 5
227 Ratings

About

What if finance could be fun? Or better yet…entertaining?! Join us, Kristen and Jen, two Wall Street veterans and life long best friends as we break down deals, talk about the news and the markets, and interview industry experts & celebrities. We're not afraid to ask all the dumb questions so YOU can go be smarter in real life. Meet us at the intersection of finance and pop culture --- subscribe today!

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