UndercoverGC

117 posts

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UndercoverGC

UndercoverGC

@GC_undercover

Former public company executive. Legal & finance at board level. Writing what doesn’t make the press release.

New York Katılım Şubat 2026
155 Takip Edilen26 Takipçiler
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UndercoverGC
UndercoverGC@GC_undercover·
AI in law and finance is not coming for your job yet. It's coming for your excuses. Can't summarize that contract immediately? AI can. Can't model that scenario in 10 minutes? AI can. Leverage it before it starts leveraging you.
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UndercoverGC
UndercoverGC@GC_undercover·
@AndrewCurran_ “Guaranteed 17.5% return” likely means: you’re senior to common in a JV that has to actually generate revenue first. That’s preferred equity. Not a bond. Not a guarantee. Thoma Bravo read the JV P&L and passed. That’s your tell.
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Andrew Curran
Andrew Curran@AndrewCurran_·
OpenAl is offering private-equity firms a guaranteed minimum return of 17.5%, as well as early access to models not yet in public release.
Andrew Curran tweet media
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UndercoverGC
UndercoverGC@GC_undercover·
So many lawyers and finance professionals I've worked with think their job is about being right. It's not. It's about getting it right. Even if someone else comes up with the idea.
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UndercoverGC
UndercoverGC@GC_undercover·
When lawyers draft contracts, they obsess over risk. When CFOs sign deals, they obsess over cost. But the best ones? They obsess over incentives, because misalignment is what destroys even the most airtight agreements.
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UndercoverGC
UndercoverGC@GC_undercover·
@altcap @Ctr4HeartAtkPrv The CAC scan costs $150. The fear it generates costs $50,000. And the stents at the end of that cascade? RCTs show they don’t outperform a statin that costs less than your Netflix subscription. Good test. Bad mass marketing.
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Brad Gerstner
Brad Gerstner@altcap·
Tons of people reaching out w high CAC scores so time for a periodic retweet. Get a CAC for $150 - can save your life. Heart attacks are preventable. We started the @Ctr4HeartAtkPrv bc widespread CACs could save 50k lives per year! 🤍🇺🇸🤍
Brad Gerstner@altcap

This summer on #136 of @theallinpod, I hijacked science corner to discuss heart health. I suggested everybody over 40 do a Calcium CT Scan & if your score is non-zero you should likely be taking a statin. Many have shared ++ stories how this impacted them, so wanted to follow up. Heart disease is the number one killer in the US - accounting for 25% of all deaths. And unlike many causes of death, it is largely preventable. But we do a lousy job of education / prevention - which leads to people learning about the problem after it is too late. So what did I learn, what am I doing, and what are the Besties advising each other? First, data is power. And most of us have bad data. The common refrain I hear when I ask friends over 40 what they are doing to avoid heart disease - “I am good, my cholesterol is low.” And why not? We have been trained by doctors to believe that cholesterol is the magic biomarker that determines whether you will have a heart attack. WRONG. Approx 75% of individuals who experience heart attacks have normal or low LDL cholesterol levels. So it is true that cholesterol plays a significant role in the formation of arterial plaque - but don’t take false comfort in your cholesterol scores - they don’t look inside your arteries. Get a Calcium CT Scan. This is a low dose, non invasive, super simple CT scan of the chest that takes about 5 mins and costs $300-500. It DOES look inside your arteries and tells you much more definitively whether or not you have calcium (aka plaque) that may cause a heart attack. Your doctor may tell you that this is not required since you are healthy & have low cholesterol. Thank them & schedule it anyway - it may save your life. A calcium score (CAC) score of zero means no calcium; 1-10 is considered low, 10-100 moderate, and so on. So what did I find? I am fit (low body fat index), exercise routinely, eat healthy and have had generally low cholesterol with my LDLs slowly going up to 130 in the last couple years (maybe as a result of my protein heavy diet). My CAC was zero in all arteries but 77 or moderate in my LDA (the left descending artery). What next? Fortunately, I was able to learn from two leading cardiologists. What do they do for themselves, their family & friends? They agreed that cholesterol readings alone are an insufficient standard of prevention. Their standard? A CT Calcium Scan over the age of 40 - and if the reading is non-zero, they immediately prescribe a statin under the theory that statins are incredibly safe and reduce future plaque build up by inhibiting a key enzyme in the liver critical to the production of LDL cholesterol. So I immediately started 10 mg of Crestor daily (zero side effects) and within 7 weeks my LDL dropped from 130 to 75 (optimal) with zero changes to diet. The end? For many - yes - and they advised me that this along w staying fit would already make a BIG difference in reducing future plaque build up and avoiding problems. But was there more to learn? Yes. It turns out that not all plaque is equally bad - soft plaque is the most dangerous; intermediate less so, and hardened plaque is good. To learn more I did a Contrast-Enhanced CT Scan - which took about 25 mins and helped visualize different types of plaque. While they saw that most of it was hardened, we leveraged a new technology pioneered by Dr. Jim Min and his company @Cleerlyhealth that is using AI to statistically analyze the pixels in the Contrast CT. The determination was much more precise - 114 units of plaque (below avg for men my age) split evenly between hardened plaque and intermediate plaque. Zero of the soft plaque. Their new goal for me? Zero new plaque by driving LDLs down w/ the use of statins. And over 2-3 yrs seeing the intermediate plaque calcify naturally to hardened plaque so that I am effectively back to zero bad plaque. And the best part - we now have the picture & data to track the progress.

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UndercoverGC
UndercoverGC@GC_undercover·
Same goes for AI tools, oversight isn't optional. Governance matters, anywhere risk hides.
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UndercoverGC
UndercoverGC@GC_undercover·
The riskiest position in a company isn't entry-level. It's mid-level management silently watching when: - Numbers don't add up. - Risks get brushed aside. - Leadership shrugs off warnings.
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UndercoverGC
UndercoverGC@GC_undercover·
Been playing around with NotebookLM Studio. It's an incredible tool for data visualization (among other things). Here's an infographic I put together about the mechanics of convertible notes. Pretty sweet.
UndercoverGC tweet media
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UndercoverGC
UndercoverGC@GC_undercover·
@SellersCounsel I could not agree with this more. It’s a tough grind, but if you want flexibility to go in house or go out on your own, there is no better training ground.
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Seller's Counsel
Seller's Counsel@SellersCounsel·
Seen a lot of talk on here lately in response to the K&E numbers saying how flexibility and time with family are worth way more than a career in BigLaw But to you law students or young lawyers out there, don’t forget that all the people saying that only are able to do what they do because of spending a few years grinding in BigLaw Sure its a lifestyle that very few want long term but its the best springboard for your career in almost every way
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UndercoverGC
UndercoverGC@GC_undercover·
HR called me in to a meeting for saying “cheers” at a company-sponsored happy hour. HR: Saying “cheers” is offensive and you can’t say it. Me: Really? Why? HR: Because some people have drinking problems. Me: But the happy hour was OK? HR: Yes. Me: Hmm. OK. I guess I’ll just clink glasses in silence. HR: Also, you need to stop calling meetings “daily stand-ups” (because not everyone can stand) or “all hands” (because not everyone has hands). I looked around the room (and thought about the more than 2,000 employees at the company). All had hands, all could stand and many enjoyed an after work cocktail. HR adding tons of value right there.
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UndercoverGC
UndercoverGC@GC_undercover·
@SMB_Attorney I think second dumbest might be “The Sullivan & Cromwell LLC Operating Agreement.”
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SMB Attorney
SMB Attorney@SMB_Attorney·
“The Simpson Thacher Lease and Rental Agreement” is the dumbest combination of words in the history of the internet
Nav Toor@heynavtoor

11. The Simpson Thacher Lease and Rental Agreement "You are a senior real estate attorney at Simpson Thacher who drafts commercial and residential lease agreements that protect landlords from non-paying tenants and protect tenants from predatory landlords. I need a complete lease or rental agreement customized for my situation. Draft: - Parties and property: landlord name, tenant name, property address, and unit description - Lease term: start date, end date, renewal options, and month-to-month conversion terms - Rent amount and schedule: monthly rent, due date, accepted payment methods, and grace period - Security deposit: amount, holding requirements, conditions for deduction, and return timeline after lease ends - Maintenance responsibilities: which repairs the landlord handles vs which the tenant is responsible for - Utilities: which utilities are included in rent and which the tenant pays separately - Property rules: noise policies, pet policy (with pet deposit if allowed), smoking, and guest policies - Early termination: penalties, required notice period, and conditions under which either party can end the lease early - Default and eviction: what constitutes a breach, cure period, and the legal process for eviction - Insurance requirements: whether renter's insurance is required and minimum coverage amounts Format as a complete lease agreement with standard legal provisions, move-in checklist, and signature blocks for all parties. My lease situation: [DESCRIBE WHETHER YOU'RE THE LANDLORD OR TENANT, PROPERTY TYPE, LEASE DURATION, MONTHLY RENT, AND ANY SPECIAL TERMS]"

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Patrick Bet-David
Patrick Bet-David@patrickbetdavid·
What is the biggest lesson you learned from your father growing up? Share 👇🏽
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Jess 🌱
Jess 🌱@thattallguy·
I think folks on this app are greatly underestimating how much the general public hates AI. Like, haaaaaaates it.
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UndercoverGC
UndercoverGC@GC_undercover·
@JulianKlymochko I support the goal of reducing short-termism. But eliminating quarterly reporting won’t do it. It will just make it less visible. Even with Reg FD, expect more selective disclosure, more access for those “in the room.” Retail gets less. Institutions get it anyway.
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Julian Klymochko
Julian Klymochko@JulianKlymochko·
*SEC PREPARES PROPOSAL TO ELIMINATE QUARTERLY REPORTING: WSJ Soon the 10-Q will be a thing of the past
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UndercoverGC
UndercoverGC@GC_undercover·
Many are saying that private equity survives because of one 10x. And that private credit dies from one zero. But in direct lending, the lender usually controls the restructuring. Debt becomes equity. Recoveries matter. The real risk isn’t one bad loan. It’s bad underwriting across the portfolio.
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UndercoverGC
UndercoverGC@GC_undercover·
When companies go bankrupt, most people blame debt or market conditions. But too often, the real culprit is bad governance: - Board complacency with the status quo - Misaligned incentives - Ignoring red flags The best CFOs and GCs are the first to call it out and take action, before it's too late.
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UndercoverGC
UndercoverGC@GC_undercover·
@alt_w_v_g So good. That’s 3D chess. A good follow up when he declines is proposing Saturday or Sunday evening times. Same result usually.
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Ethan Brooks
Ethan Brooks@alt_w_v_g·
Boss man sent me a 4:45 PM Friday invite titled "quick chat." I accepted, then proposed a new time of 8:00 PM Wrote: "Apologies, buried today. Moved to a time that works for both of us." He declined Corporate life is so easy when you're playing chess while others are playing checkers.
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UndercoverGC
UndercoverGC@GC_undercover·
@BLaw The quality of junior associate work has declined pretty noticeably over the past 5 years. BigLaw response: deploy AI so associates can practice talking to partners. What am I missing?
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UndercoverGC
UndercoverGC@GC_undercover·
Great piece and I agree with it. One caveat: the top tier of BigLaw (think top 15) probably survives intact. When the stakes are existential, clients aren’t optimizing for cost or speed. They’re buying risk insurance, and the brand still matters. They're going to want Skadden, Cravath, etc. no matter what.
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