- Short Squeez
- Posts
- π Citi Tries to Kill Two-And-Out
π Citi Tries to Kill Two-And-Out
Plus: Musk is a trillionaire again, Meta and Microsoft are cutting their own employees off Claude, and Wall Street execs are wearing fitness trackers.

Together With
βI believe that fortunes are built by focus and preserved through diversification.β β Strauss Zelnick
Good Morning! Musk became a trillionaire again after SpaceX climbed to its highest level since June after a Morgan Stanley upgrade. KKR agreed to buy Gen II Fund Services from Hg and General Atlantic for more than $5 billion.
Meta and Microsoft are reportedly cutting employees' Claude usage to reduce costs and push their own AI tools. Bondholders of Electronic Arts, which went private in the largest LBO of all time, are alleging a $1.4 billion debt default. And Wall Street's alpha-chasing biohackers are trading wine for wearables, with many execs wearing Whoops and Oura rings.
Plus: Private equity firms are doubling down on fossil fuels, and the 8 habits of great conversationalists.
Stuut is the AI coworker for order-to-cash, helping finance teams increase cash flow by an average of 40%, reduce DSO by 47%, and cut manual tasks by 70%. Learn more here.
SQUEEZ OF THE DAY
Citi Tries to Kill Two-And-Out

Citi is officially trying to kill the traditional βtwo-and-outβ structure that has been a staple of investment banking programs across Wall Street for years. And instead of continuing to watch its best juniors leave for private equity after two years, Citi is giving them the chance to move up internally.
The bank is cutting its analyst program from three years to two, which will let juniors make associate a year earlier. Citi is trying to catch up with competitors and offer young bankers a faster path to more responsibility and higher pay. The expected path from analyst to VP will also shrink from six and a half years to five and a half.
And it all comes at a point where the war for junior talent is getting ridiculous. After PE recruiting kept getting earlier and earlier, investment banks started to fight back. Last year, JPMorgan told incoming analysts they could be fired for accepting another job before or during their first 18 months. Goldman started requiring new analysts to regularly attest that they hadnβt lined up another job, and Citi introduced disclosure requirements of its own.
But now Citi is trying to play the good cop and, rather than threatening its best analysts with the door, Citi is dangling an earlier promotion, more responsibility and a bigger paycheck.
Of course, analysts arenβt leaving investment banking because theyβre impatient for a title. The career path for Wall Streetβs rising stars has traditionally looked more like learning the deal-making ropes at a bank like Citi or Goldman before leaving for the investing side.
But private equity isnβt the slam-dunk exit it was a few years ago, and getting rich on carry looks a little less certain when funds are struggling to sell portfolio companies. Wall Street 360 analysis shows bankers now earn ~10% to 30% more in cash comp than PE professionals at every level below MD/Partner.
And Citi might be realizing that AI makes retaining early-level bankers even more important. As AI takes over more of the grunt work traditionally handed to analysts, AI-proficient associates and VPs could become dramatically more productive, especially if they know the bankβs systems, clients, and internal tools. Banks may ultimately need fewer analysts doing manual work and more experienced bankers who can use AI effectively and have the judgment to check its work.
Takeaway: Citi will never be able to out-carry the megafunds like KKR, and making associate a year early wonβt stop the analysts who have been dreaming of the buy side since high school. But Wall Streetβs response to PE poaching is getting more sophisticated. The banks started with the stick, but now Citi is adding the carrot: stay here and weβll move you up faster. And between a weaker PE market and AI changing what banks need from their junior ranks, the traditional two-and-out model might finally have some real competition.
PRESENTED BY STUUT
Give Your Cashflow a Raise
Stuut is the AI coworker for order to cash, helping finance teams collect more cash and spend less time chasing it. It handles collections, cash application, payments, and deductions end to end, so overdue balances shrink and your team gets time back.
The results? On average, Stuutβs customers see a 40% cash-flow increase, 47% faster DSO, and 70% fewer manual tasks. That means more cash coming in, fewer follow-ups on your teamβs plate, and more time for the work that needs their attention. Stuut connects to your existing finance systems and gets to work in days.
Backed by a16z. Trusted by Honeywell, PerkinElmer, ZoomInfo and many many more.
Schedule a demo to learn more.
HEADLINES
Top Reads
McKesson and CD&R near $5bn-plus deal to buy infusion services provider (FT)
PE losing appeal to banking as carry dries Up (W360)
SpaceX stock climbs to highest since June, returning Musk to trillionaire status (CNBC)
KKR agrees to buy Gen II Fund Services from Hg, General Atlantic for more than $5 billion (WSJ)
Meta and Microsoft work to wean staff off Anthropic's Claude (The Information)
Electronic Arts bondholders allege default following largest LBO (WSJ)
Wall Street's alpha-chasing biohackers trade wine for wearables (BB)
Private equity firms double down on fossil fuels (Oilprice)
Robotics startup RobCo hits $1 billion valuation (WSJ)
MIT endowment returns 10%, trailing large university peers (BB)
Hedge fund giant Bridgewater emerges as advocate for 'little guy' in AI debate β pushes taxes to boost 'citizen equity' (NY Post)
Cut spending to curb runaway borrowing costs, Goldman's Gutman tells governments (CNBC)
Wall Street's AI party is on edge as soaring yields raise risks (BB)
Trump Accounts' extraordinary expansion puts individual stocks into kids' holdings (WSJ)
Tom Brady biography examines the price of his NFL greatness (BB)
CAPITAL PULSE
Markets Rundown

Market Update
The S&P 500 gained 0.7% and the Nasdaq rose over 1%, with every sector higher except real estate.
The 10-year Treasury yield finished around 5.31% and the 2-year slipped to 4.82%.
WTI crude declined modestly to around $89.
Economic Data
The ISM Services PMI held at 54.9 in September, comfortably above the 50 expansion threshold.
Real household spending rose 0.6% in August and 2.6% from a year earlier.
Nonfarm payrolls have averaged roughly 68,000 per month this year despite September's slowdown.
Fourth Quarter Seasonality
Since 1990, the S&P 500 has averaged a 5% gain in the fourth quarter, with positive returns 83% of the time.
In years with a 10%+ gain through September, Q4 averaged 6.4%, with gains in 13 of 14 years.
The index is up more than 12% year to date through last Friday's close.
Movers & Shakers
(+) Cerebras Systems ($CBRS) +9% after OpenAI CEO Sam Altman called the AI chipmaker a "close partner".
(+) SpaceX ($SPCX) +7% because Morgan Stanley reiterated its Overweight rating and $300 price target.
(β) Sphere Entertainment ($SPHR) -14% after Craig-Hallum downgraded the stock to Hold.
Prediction Markets
Private Dealmaking
Schneider Electric agreed to buy PTC, an industrial software maker, for $22.6 billion
Shionogi agreed to buy IntraBio, a rare disease biotech, for $2 billion
GE HealthCare agreed to buy Sofie Biosciences, a maker of cancer scan chemicals, for $945 million
Valon Technologies, an OS for regulated finance, raised $150 million
Quartermaster, a maritime intelligence startup, raised $100 million
Blacksmith, an AI code-testing platform, raised $45 million
For more PE, VC & M&A deals, subscribe to our Buysiders newsletter.
BOOK OF THE DAY
Humble Power

Description:
Ethan Willis makes the case that humility is not the opposite of ambition or leadership, but one of the most powerful ways to increase both. Drawing on research, real-world examples, and decades of coaching entrepreneurs and leaders, Willis argues that people who can set aside ego, acknowledge mistakes, seek honest feedback, and prioritize something larger than themselves ultimately become more effective and influential. He organizes the book around three dimensions: Humble Self, developing an accurate view of yourself and your purpose; Humble Relationships, building trust and psychological safety; and Humble Leadership, giving others the space and authority to perform at their best. The result is a practical framework for becoming a stronger leader without relying on status, control, or ego.
Book Length: 272 pages
Release Date: September 1, 2026
Ideal For:
Executives, entrepreneurs, managers, coaches, and anyone looking to become a more effective leader, build stronger relationships, develop high-performing teams, and increase their influence without becoming consumed by ego.
βReal power isn't about having the most control. It's about creating the conditions where everyone around you can become more powerful.β
DAILY VISUAL
Euro Falls to a 17-month Low

Source: Axios
PRESENTED BY BUYSIDERS CLUB
The Most Interesting Room in Finance
Buysiders Club is a curated, highly vetted community of Wall Street's top minds, bringing together professionals across private equity, hedge funds, venture capital, investment banking, institutional investors, and operating executives.
What members get:
Exclusive private dinners at places like John Lennonβs townhome, a SoHo art gallery, private clubs, etc.
Access to private placement deals like xAI
Partner events with brands like La PauleΓ© and the Enhanced Games
Introductions to the global finance community and leaders from other industries, including arts, tech, culture, and fitness
If you want to level up your social circle and access the best people in finance and beyond, apply for membership below.
Apply for membership. (VP and above only)
DAILY ACUMEN
Which Price
Every return you quote has a hidden second half: the thing you measured it against. Bitcoin is about 83,500 dollars today, up 30 percent in six weeks. Measured in gold, it is about 20 ounces a coin, up from 14.5 in June.
The yardstick matters most when the two disagree. Last winter bitcoin fell from 126,000 to 60,000 dollars, roughly a 52 percent loss, while gold rose from 4,000 to 5,600. In ounces, a coin went from about 31 to about 11, a loss of about two thirds. The dollar chart showed a halving, and the gold chart showed something worse.
Before judging any position, name the denominator. Dollars tell you what you can spend today. Gold, a broad index, or the cash you would have held tells you what you gave up to own it. An asset that only wins when the currency is weakening is partly a bet on the yardstick, not on the asset.
ENLIGHTENMENT
Short Squeez Picks
The 8 habits of great conversationalists
Why skipping the Pumpkin spice latte wonβt help you save for retirement
When there's more work than your team can handle
7 books to help you cope with failure and move forward
How to turn failure into progress
MEME-A-PALOOZA
Memes of the Day





π£ Partner With Us: Get in front of an audience of over 1 million finance professionals, business leaders, and policy influencers. Submit a partnership inquiry.
π Wall Street Comp & Culture Data: Get the most detailed comp, carry, and culture insights across 1000+ Wall Street firms. Explore the data.
π Grow With Us: Work directly with the Overheard on Wall Street team to scale your finance brand. Schedule your free consult.
π§’ Wall Street Shop: Explore our collection of finance-themed apparel and merchandise. Visit the shop.
π¬ Deals Newsletter β Buysiders: A curated roundup of major M&A, private equity, and VC activity. Plus access to private deal flow. Subscribe here.
What'd you think of today's edition? |




Reply