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What's The Big Deal?

What's The Big Deal?

By: Wall Street Prep
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Get the view from the inside. Every week, Graham Smith (ex-Ares) and Deborah Taylor (ex-Barclays) take a look at Wall Street’s headline-grabbing deals.


From mega-mergers and hostile takeovers to complex private credit transactions, they break down the why, the how, and the who behind the numbers.

© 2026 What's The Big Deal?
Economics Personal Finance
Episodes
  • Private Equity vs. Private Credit Explained in 15 Minutes
    Jun 25 2026

    Two of the biggest growth areas in finance over the last decade, but the differences between private equity and private credit are often misunderstood, especially by candidates trying to decide between them.

    In this episode, Debs sits down with Graham, who spent a decade at Ares Management for a Q&A-style explainer that breaks down what each actually is and how the day-to-day differs.

    Graham starts with the fundamental distinction: private equity invests in companies that don't trade on the public market, private credit makes illiquid loans to those companies. From there the conversation moves through the deeper differences.

    The motivation gap, where equity investors are hunting for upside and credit investors are protecting capital because their upside is contractually capped. The return profiles, with PE targeting 15%+ IRRs at the asset level versus credit closer to high single digits to low double digits, and how private credit funds use fund-level leverage to amplify those returns.

    The conversation then turns to how the two sides actually interact. Graham flags that he never saw a firm finance its own PE deals with its own credit fund and that the base case is keeping the two operations independent.

    He explains how closely PE sponsors and credit providers negotiate during deal-making, what makes a company attractive to both sides simultaneously (recurring revenue, cash flow visibility, growth prospects), and why the diligence focus differs significantly. Equity focuses on the upside thesis, credit focuses on every way you could lose money.

    The episode closes on career-relevant differences. Single-deal depth in PE versus higher deal flow in credit, the generalist versus specialist question, and how the route into both has fundamentally changed since Graham's own start at Lehman Brothers in the mid-2000s.

    Key Discussion Points:

    The fundamental distinction: investing in companies vs. making illiquid loans.

    Motivation gap: upside potential vs. capital preservation, and what capped upside means in practice.

    Return profiles: 15%+ IRR in PE vs. high single digits to low double digits in credit, plus how fund-level leverage closes some of that gap.

    Firm independence: why PE and credit arms within the same firm don't typically finance each other's deals.

    Deal mechanics: how PE sponsors and credit providers negotiate, and what makes a company attractive to both sides.

    Diligence focus: market opportunity vs. downside protection, and how the two diligence mindsets differ.

    Career-relevant differences: deal flow, depth vs. volume, generalist vs. specialist, and how to break in today.

    WTBD Newsletter:

    https://webmail.wallstreetprep.com/whats-the-big-deal

    Follow Us On Socials:

    LinkedIn: https://www.linkedin.com/company/wall-street-prep/
    Instagram: https://www.instagram.com/wallstreetprep/
    Resources: https://linktr.ee/wallstreetprep

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    15 mins
  • EX-BANKERS EXPLAIN: Investment Banking Mistakes To AVOID In Your First Year
    Jun 18 2026

    It's summer training season. Both Debs and Graham are spending their days running analyst and associate programmes at major firms, which makes this the right moment to step back from the deal-of-the-week format and share the kind of candid advice they wish someone had given them on day one.

    Graham opens with his own first-year story at Lehman Brothers in 2005, including the pitch book error that earned him an hour-long dressing-down from a VP, and uses it as the entry point to a broader conversation about attention to detail and why the technical work in finance is genuinely not the hardest part of the job.

    Debs shares her own near-career-ending moment publishing a flawed research screen as a new associate, and reflects on how she recovered, what her boss told her, and why trust, once lost, takes years to rebuild.

    From there the conversation moves through the practical advice that gets harder to find as classes get larger and firms get bigger.

    How to tell the difference between a recoverable mistake and a career-ending one. Why finance math is simple and getting stuff done well is the actual skill.

    How to ask questions that add value versus questions that just take up airtime. Why prep before meetings is the easiest way to stand out, why sharp elbows are usually the wrong instinct, and why being a team player matters more than being the smartest person in the room.

    The episode closes with their personal survival tips: physical activity, availability, sleep, calendar discipline, and showing up to everything you can.

    The kind of advice that sounds basic but separates the analysts who get the return offer from the ones who don't.

    Key Discussion Points:

    Attention to detail: why the costs of getting it wrong are high, and how AI changes (but doesn't reduce) the standard.

    Recoverable vs. career-ending mistakes: how to tell the difference and what to do in each case.

    The technical work is the easy part: why getting stuff done well is the real skill.

    Asking questions that add value: how to demonstrate engagement without taking up airtime.

    Standing out without sharp elbows: why being a team player and showing up consistently is the most underrated path.

    Survival habits: physical, mental, calendar, sleep, and the practical mechanics of not burning out.

    WTBD Newsletter:

    https://webmail.wallstreetprep.com/whats-the-big-deal

    Follow Us On Socials:

    LinkedIn: https://www.linkedin.com/company/wall-street-prep/
    Instagram: https://www.instagram.com/wallstreetprep/
    Resources: https://linktr.ee/wallstreetprep

    Show More Show Less
    31 mins
  • The $1.75 Trillion SpaceX IPO: Everything You Need to Know.
    Jun 11 2026

    SpaceX begins trading on Friday at a $1.75 trillion valuation, and the deal looks unlike any major IPO that has come before it.

    In this episode, Debs and Graham go inside the prospectus, break down the unusual structural features Elon Musk has pushed through, and debate whether the valuation can be justified.

    The mechanics alone are remarkable. The IPO is being priced at a fixed $135 per share rather than through a traditional book-build range, putting all of the price risk onto buyers and signalling unusual confidence from the issuer. The free float is less than 5%, which sets up potentially significant post-listing volatility.

    Retail investors have been given 30% of the allocation, roughly three times the typical share, raising the question of whether this is genuine democratisation or simply exit liquidity for early holders.

    The dual-class share structure leaves Musk with 85% of the voting power despite owning around 45% of the economics.

    And the underwriting fee, agreed across a syndicate of 23 banks, has come in at 0.75%, the lowest on record for a deal of this size.

    The valuation discussion centres on the TAM chart in the prospectus. SpaceX has positioned itself less as a launch and communications business and more as an AI infrastructure and applications story, with $26.5 trillion of AI revenue underpinning the case for the headline number, including $22.7 trillion in enterprise applications alone.

    Debs and Graham draw the parallel to the Tesla IPO, where the company was reframed from auto to tech in order to unlock a tech multiple. They also reference Aswath Damodaran's published view that the realistic AI TAM is closer to $5 trillion, and Morningstar's estimate that the fair value of the business is roughly half the IPO valuation.

    The episode closes on what to watch when trading begins. With oversubscription pointing to a potential pop, but a low free float, a 180-day staggered lock-up creating an overhang, and the Nasdaq 100 fast entry expected to trigger $30 to $50 billion of forced buying, the first six months are likely to be unusually volatile. Both hosts agree the outcome is genuinely unpredictable.

    Key Discussion Points:

    The fixed-price IPO mechanism, why it's unprecedented at this scale, and what it signals about the issuer's confidence.

    The structural risks: low free float, large retail allocation, dual-class shares and lock-up dynamics.

    The fee anomaly: 23 banks, 0.75% — the lowest on record for a mega-deal.

    The TAM debate: $23 trillion in the prospectus versus Damodaran's $5 trillion estimate, and how the AI bucket drives the valuation.

    The Tesla parallel: reframing the business to land a tech multiple.

    What to watch in early trading: oversubscription, index inclusion fast entry, and the 180-day lock-up overhang.

    WTBD Newsletter:

    https://webmail.wallstreetprep.com/whats-the-big-deal

    Follow Us On Socials:

    LinkedIn: https://www.linkedin.com/company/wall-street-prep/
    Instagram: https://www.instagram.com/wallstreetprep/
    Resources: https://linktr.ee/wallstreetprep

    Show More Show Less
    35 mins
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