Chief Executive Officer Olivier Pomel net sold 47,054 shares of Datadog, Inc.(DDOG -4.18%) on Aug. 19, 2026, as disclosed in a recent SEC Form 4 filing.
Transaction summary
Metric
Value
Shares sold
47,054
Transaction value
$11.1 million
Post-transaction shares (directly held)
612,747
Post-transaction value
$143.09 million
Transaction value based on SEC Form 4 weighted average sale price ($235.49); post-transaction value based on Aug. 19, 2026, market close ($233.52).
Key questions
What was the regulatory context for this sale? The transaction was executed pursuant to a Rule 10b5-1 trading plan adopted on Dec. 15, 2025, a mechanism that allows company insiders to sell shares according to a predetermined schedule to manage personal liquidity while complying with insider trading laws.
How does this disposal relate to the insider’s total equity position? Following this transaction, Olivier Pomel maintains direct ownership of 612,747 shares of Class A Common Stock and continues to hold approximately 8.7 million derivative securities, including vested and unvested awards.
What was the underlying mechanism for the share disposition? This event involved the exercise of 47,054 options that were immediately sold in the open market, resulting in a net disposition of the underlying Class A Common Stock.
How has the stock performed leading up to this transaction? The shares were sold at $235.49 per share, as the company has delivered an 81% total return over the 12 months ending on Aug. 19, 2026, the transaction date.
Company Overview
Metric
Value
Share Price (as of market close 2026-08-20)
$232.55
Market Capitalization
$83.5 billion
Revenue (TTM)
$4.0 billion
Net Income (TTM)
$177.6 million
Company Snapshot
Datadog provides a comprehensive cloud-based monitoring and analytics platform that combines infrastructure oversight, application performance tracking, log management, and security surveillance into an integrated Software-as-a-Service offering.
The company operates on a SaaS subscription model, generating revenue from customers who pay recurring fees for access to its monitoring and analytics capabilities across their technology infrastructure.
Datadog serves developers, IT operations personnel, and business stakeholders across North America and internationally, addressing the needs of organizations requiring real-time visibility into their cloud and hybrid environments.
Datadog is a leading cloud-based observability platform with $4.0 billion in TTM revenue and an $83.5 billion market capitalization, reflecting strong investor confidence in its growth trajectory. The company has demonstrated significant momentum, with its stock appreciating 81.04% over the past year, driven by increasing enterprise adoption of its integrated monitoring and analytics suite. Datadog’s competitive advantage lies in its ability to consolidate multiple critical operational functions — infrastructure monitoring, application performance management, log analytics, and security — into a unified platform that delivers comprehensive end-to-end visibility for modern cloud-native organizations.
What this transaction means for investors
Olivier Pomel conducted his insider sale of Datadog shares in a way that should calm investors rather than alarm them.
His sale was a pre-planned transaction under the Rule 10b5-1 framework. Since this was put in place back in December, it should fulfill the rule’s intent to avoid the appearance of acting on insider information. Also, since Olivier sold only 7% of his shares, the sale does not indicate a loss of confidence in his company.
Olivier also benefited from a huge surge in the SaaS stock, as it is up more than 80% over the last year. This is critical, as software stocks have suffered from a so-called “SaaSpocalypse,” in which AI would allegedly render them obsolete.
Today’s Change
(-4.18%) $-9.85
Current Price
$225.77
Key Data Points
Market Cap
$85BMarket cap calculated using publicly traded shares outstanding only. Does not include unlisted, private, or dual-class non-traded shares. Implied market cap may vary.
Day’s Range
$225.67 – $234.53
52wk Range
$98.01 – $292.72
Volume
2.7M
Avg Vol
5.2M
Gross Margin
79.48%
Fortunately, AI appears to have become an asset for Datadog rather than a liability, as it has driven demand and, by extension, new revenue streams for the company. Thus, Datadog investors should probably watch AI more closely than they do pre-planned stock sales by insiders.
Will Healy has no position in any of the stocks mentioned. The Motley Fool has positions in and recommends Datadog. The Motley Fool has a disclosure policy.
Most physicians who use AI use it the same way they’d use Google.
Ask a question, get an answer, move on. That’s not wrong. It’s just incomplete. There’s a small but growing group of physicians who are running actual pieces of their financial lives, their contracts, and their day-to-day logistics through AI, and the gap between those two groups has nothing to do with intelligence or access. Everyone has access to roughly the same tools right now. The difference is how they think about them.
This post walks through a different way to think about AI for physicians, not as one general-purpose assistant, but as a team of specialists you build one role at a time. Here’s what that actually looks like in practice, including the specific roles worth building first and the caveats that come with each one.
Disclaimer: This article is for informational and educational purposes only and does not constitute financial, legal, or investment advice. Any investment involves risk, and you should consult your financial advisor, attorney, or CPA before making any investment decisions. Past performance is not indicative of future results. The author and associated entities disclaim any liability for loss incurred as a result of the use of this material or its content.
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Why Most Physicians Get AI Wrong From the Start
The default way most people approach AI is transactional. You have a question, you type it in, you get an answer. That’s a fine starting point, and honestly, it’s still useful even at that level.
But it caps out fast. If you’re only ever asking one-off questions, you’re using a fraction of what’s actually available, and you’re leaving the more valuable use cases on the table entirely: the ones that touch your actual decisions, your actual money, and your actual time.
The simplest entry point, if you’re not sure where to start, is to look at what you do over and over again. The tasks you repeat every week or every month are usually the first sign that AI can take a first pass at something for you. That’s a good starting habit. But there’s a bigger shift worth making once that habit is in place.
Stop Thinking Tool. Start Thinking Team.
Here’s the reframe that’s actually changed how physicians who are further along use this. You wouldn’t hire one person and expect them to be your assistant, your financial advisor, your lawyer, and your therapist, all in one. That person doesn’t exist. But you can build a team of AI specialists that each do one job well, and none of them require a salary, benefits, or an HR department.
This isn’t a hypothetical. Below are four specific roles worth building, based on what’s actually been built and tested, not a theoretical list.
Role 1: The Personal Assistant
This is the most obvious starting point, and also the easiest to build. A personal AI assistant can handle a first pass on your email so you’re not opening a completely full inbox every morning. It can manage your schedule and triage what actually needs your attention versus what can wait.
One underrated use case: paperwork and physical mail. Scan it in, and instead of letting it pile up on your desk until guilt forces you to deal with it, it gets processed as it comes in. Travel is another strong use case, especially anything complex. A trip involving multiple flights, hotels, and ground transportation is exactly the kind of logistics-heavy task AI handles well, building a complete itinerary without missing a detail.
Worth noting: this doesn’t replace a human assistant if you have one. It handles the repeatable layer underneath that role. Judgment calls and relationship management still need a person. What it does is reduce what both of you are carrying.
Role 2: The Financial Advisor
This is a custom AI project built specifically to think through financial decisions, not a replacement for a CPA or a licensed advisor. The way it works: you give it a defined personality and expertise profile (a mix of well-known investing frameworks and a tax-focused lens works well), then feed it your actual financial data, tax returns, investment summaries, so its answers are grounded in your real numbers rather than generic advice.
From there, it becomes a place to run real questions. How to optimize for time freedom rather than just more income. Whether your current setup is actually tax efficient. How to think through risk and return tradeoffs before deploying capital.
One important caveat here: be careful with how much sensitive financial data you feed into any AI tool, and use a version with real security behind it rather than a general consumer chat window. And always verify what it tells you against a real CPA or advisor. This is a thinking partner, not a replacement for professional judgment.
Role 3: The Lawyer and Negotiator
This is the role that’s specifically underused by physicians, and arguably the one with the clearest financial case for building it. A lawyer runs $400 to $500 an hour at minimum, and that’s before accounting for every round of back and forth that follows: emails, redlines, calls to clarify a single clause.
Before signing anything or walking into a negotiation, running the document through AI first means you actually understand what’s in front of you, whether that’s a non-compete clause or how an RVU structure is written, instead of nodding along in a meeting you don’t fully follow. It can help you prepare talking points or even run through the negotiation conversation itself so you’re not improvising when it matters.
This is not a substitute for a real attorney, and it shouldn’t be treated as one for anything that actually matters. But there’s a real, practical benefit on the other side of this too: lawyers themselves tend to prefer clients who show up organized, with specific questions instead of starting from zero. It’s faster for them and cheaper for you.
If there’s one place to start, particularly for physicians sitting on an employment contract they haven’t fully read, or anticipating a renegotiation, this is it.
Role 4: The Life Coach
The most personal of the four roles, this one is built by feeding an AI project a blend of frameworks and perspectives (drawing on well-known voices in mindset and communication work), along with your own personality and strengths assessment results, so it actually understands your patterns and blind spots rather than giving generic advice.
The practical use cases: processing a conversation or decision that didn’t go the way you wanted, or role-playing a difficult conversation before you have it in real life, so you show up more prepared and less reactive.
This one comes with the clearest caveat of the four. It’s not a replacement for real relationships, and it’s definitely not a replacement for real therapy if that’s what’s actually needed. What it is: available at eleven at night when something’s on your mind and there’s genuinely no one else awake to talk it through with.
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How to Actually Start
The mistake most people make once they see a list like this is trying to build all four roles at once. That usually results in four mediocre tools instead of one that actually works.
Pick one. If you want the easiest win, start with the assistant. If you want the fastest financial payoff, start with the lawyer, especially if there’s a contract sitting in your inbox you’ve been avoiding. Build that one role, get it working well, then move to the next.
The Real Shift
The physicians pulling ahead with this right now aren’t necessarily more technical or more disciplined than anyone else. They made one specific shift: they stopped asking what they could ask AI today, and started asking what role they actually needed filled.
That’s a small reframe, but it’s the difference between using AI occasionally and having actual infrastructure working underneath your practice and your life.
If you want to build these out step by step instead of piecing it together on your own, that’s exactly what’s covered inside AI Bootcamp.
Were these helpful in any way? Make sure to sign up for the newsletter and join the Passive Income Docs Facebook Group for more physician-tailored content.
Peter Kim, MD is the founder of Passive Income MD, the creator of Passive Real Estate Academy, and offers weekly education through his Monday podcast, the Passive Income MD Podcast. Join our community at the Passive Income Doc Facebook Group.
Disclaimer: I am not a CPA, attorney, or financial advisor. The information in this post is for educational purposes only and should not be construed as tax, legal, or financial advice. Please consult a qualified professional about your specific situation before making any decisions.
Republic Europe (Formerly Seedrs) has listed another fund, this time an SEIS-qualified fund, Symvan Technology.
The fund, which provides immediate investment diversification, targets artificial intelligence (AI) and machine learning firms.
The offering is a direct investment with a minimum of £2000. Fees align with transaction costs, an administration charge, and carry a fee after a hurdle benchmark is topped.
The SEIC qualification provides meaningful tax benefits by reducing capital gains and overall risk exposure.
Symvan Technology touts its “award-winning” offerings, which aim to back promising early-stage ventures.
“Our focus is on scalable, software-led companies with the potential to transform their sectors. From seed funding through to exit, we work hands-on with founders, combining capital with strategic support, industry connections and operational expertise.”
Symvan says it has invested in five or six new SEIS-qualifying companies, and since 2014 it has backed over 60 AI firms.
Symvan is fairly small but reports having experienced 6 exits so far, all via acquisitions. The failure ratio is low at around 15%.
As always, do your own due diligence, and past performance is not a guarantee of future returns.
Have a crowdfunding offering you’d like to share? Submit an offering for consideration using our Submit a Tip form and we may share it on our site!
The Markowitz portfolio framework is widely used to determine static asset weights, while Merton’s dynamic approach allows allocations to adjust with changing market conditions but is mathematically challenging and less practical. We address this gap by applying machine learning to dynamic portfolio optimization in the spirit of Merton, incorporating economic regimes defined by the VIX volatility index. An artificial neural network is trained to learn optimal allocation policies across regime-switching environments and is compared with classical regime-agnostic and theoretical regime-switching Merton strategies. On synthetic data with realistic constraints prohibiting borrowing and short selling, the machine learning strategy outperforms traditional benchmarks. Two empirical backtests—using monthly data from 1990 to 2025 and annual data from 1928 to 2025—show that accounting for regimes enhances performance and robustness.
Bond investors will zero in on Kevin Warsh’s Jackson Hole speech this week, with a further selloff in long-dated Treasuries at stake as markets look for clues on the Federal Reserve chairman’s response to persistent inflation and fiscal concerns.
Processing Content
Long-term US bonds have come under pressure in recent weeks, with traders pushing the yield on 30-year bonds to the highest level since 2007 at one point. The Treasury Department responded by announcing plans to at least double the size of buybacks of longer-dated securities, providing only temporary relief from the selloff.
READ MORE: Hiring shortfall leaves all options open for Fed
The whipsaw in rates adds to the importance of Warsh’s speech at the Jackson Hole Economic Policy Symposium on Friday. Traders will be looking for signals on the Fed’s reaction function, particularly how policymakers plan to respond to inflation that has been stubbornly above the central bank’s 2% target and a weakening fiscal picture, with the national debt topping $40 trillion.
Warsh himself has provided little forward guidance since taking the post in May. His appearance after the last policy meeting sparked a massive selloff, underscoring the market sensitivity surrounding Friday’s remarks.
“More of the same, I think, would be seen as a disappointment to the markets, which could exacerbate the long-end selloff that we have seen,” said Molly Brooks, US rates strategist at TD Securities.
READ MORE: Treasury interventions fail to break rate stagnation
The forces that have weighed on the market remain in place, including fiscal concerns, inflation and uncertainty over how the Fed will respond, said Kathy Bostjancic, chief economist at Nationwide Mutual Insurance Company.
“The fundamental reasons that long-term rates went up are still there,” she said.
That provides Warsh an opportunity to calm investors by clarifying his outlook, said Dhiraj Narula, an interest-rate strategist at HSBC.
“Some characterization of how Chairman Warsh sees underlying inflation pressures could, in our view, already provide some justification for lower uncertainty-related term premium,” Narula said.
In the run-up to Jackson Hole, investors will get a fresh look at price pressures with the release of the personal consumption expenditures index for July on Wednesday. In the past month, releases on inflation, jobs and retail sales fell within or below market expectations, pushing traders to pare back expectations of rate hikes in the near term.
As of 9 a.m. Eastern Time today, oil sold for $94.12 per barrel (using Brent as the benchmark, which we’ll get into momentarily). That’s 54 cents lower than yesterday morning and approximately a $26.21 rise over the past year.
Oil price per barrel
% Change
Price of oil yesterday
$94.66
-0.57%
Price of oil 1 month ago
$101.22
-7.01%
Price of oil 1 year ago
$67.91
+38.59%
Price of oil yesterday
Oil price per barrel
$94.66
% Change
-0.57%
Price of oil 1 month ago
Oil price per barrel
$101.22
% Change
-7.01%
Price of oil 1 year ago
Oil price per barrel
$67.91
% Change
+38.59%
Will oil prices go up?
It’s impossible to predict the future of oil prices. Several factors determine the movement of oil, but it ultimately boils down to supply and demand. Again, when threats of economic downturn, war, etc. are high, the oil trajectory can turn rapidly.
How oil prices translate to gas pump prices
When you pay for gas at the pump, you’re paying for more than just the crude oil itself; you’re also springing for links along the chain, such as the refineries and wholesalers—not to mention taxes and local gas station markups.
Still, the crude oil aspect affects the final price most dramatically, as it typically accounts for more than half the price per gallon. When oil prices spike, so do gas prices. And frustratingly, when oil prices drop, gas prices tend to take their time drifting down to the lower price (sometimes referred to as “rockets and feathers”).
The role of the U.S. Strategic Petroleum Reserve
In case of emergency, the U.S. has a store of crude oil known as the Strategic Petroleum Reserve. Its primary purpose is energy security in case of disaster (think sanctions, severe storm damage, even war). But it can also go a long way toward softening crippling price hikes during supply shocks.
It’s not a long-term answer—more of an immediate relief to assist the consumer and keep critical parts of the economy running, like key industries, emergency services, public transportation, etc.
How oil and natural gas prices are linked
Oil and natural gas are both major energy fuels. A big change in oil prices can affect natural gas by extension. For example, if oil prices increase, some industries may swap natural gas for some segments of their operations where possible—which increases demand for natural gas.
Historical performance of oil
When examining oil’s performance, there are generally two major benchmarks:
Brent crude oil is the main global oil benchmark.
West Texas Intermediate (WTI) is the main benchmark of North America.
Between the two, Brent better represents global oil performance because it prices much of the world’s traded crude. And, it’s often the best way to track historical oil performance. In fact, even the U.S. Energy Information Administration now uses Brent as its primary reference in its Annual Energy Outlook.
Looking at the Brent benchmark across several decades, oil has been anything but steady. It’s seen spikes due to factors such as wars and supply cuts, and it’s also seen crashes from global recessions and an oversupply (called a “glut”). For example:
The early 1970s brought the first big oil shock when the Middle East cut exports and imposed an embargo on the U.S. and others during the Yom Kippur War.
Prices dropped in the mid-1980s for reasons such as lower demand and more non-OPEC oil producers entering the industry.
Prices spiked again in 2008 with increased global demand, but it soon plummeted alongside the global financial crisis.
During the 2020 COVID lockdown, oil demand collapsed like never before—bringing prices below $20 per barrel.
All to say, oil’s historical performance has been anything but smooth. Again, it’s hugely affected by wars, recessions, OPEC whims, evolving energy initiatives and policies, and much more.
Energy coverage from Fortune
Looking to stay up-to-date regarding the latest energy developments? Check out our recent coverage:
Frequently asked questions
How is the current price of oil per barrel actually determined?
The current price of oil per barrel depends largely on supply and demand, including news about potential future supply and demand (geopolitics, decisions made by OPEC+, etc.). In the U.S., prices also move based on how friendly an administration is to drilling, as it can affect future supply. For example, 2025 saw the Trump administration move to reopen more than 1.5 million acres in the Coastal Plain of the Arctic National Wildlife Refuge for oil and gas leasing, reversing the Biden administration’s policy of limiting oil drilling in the Arctic.
How often does the price of oil change during the day?
The price of oil updates constantly when the “futures” markets are open. A futures market is effectively an auction where people agree to buy or sell oil in the future. As long as people and companies are trading contracts, the oil price is changing.
How does U.S. shale oil production affect the current price of oil?
In short, shale is rock that contains oil and natural gas. Think of shale as energy yet to be tapped. The more shale the U.S. accesses, the more energy we’ll have—and the more easily oil prices can keep from spiking as much thanks to a greater supply.
How does the current price of oil impact inflation and the broader economy?
When oil is expensive, it tends to make everyday items cost more. This can be related to energy (your heating, gas utilities, etc.), but it’s also due to the logistics involved with making those items accessible to you. Shipping, for example, can affect the price of things at the grocery store, as it’s more expensive to get those products from warehouses and farms onto the shelf.
Amazon is running a new Reorder 5, Save 10% promotion for Prime members, offering an extra discount when you reorder five qualifying items.
Eligible products show a label that says “Save 10% when you reorder 5 qualifying items with Prime.” Add five qualifying items to your order and the discount should be applied at checkout.
The promotion covers a wide range of everyday products, including groceries, household supplies, baby products, personal care items and more. Let’s see the details.
Offer Details
To use the promotion:
Add 5 qualifying items to your order.
Look for products marked with the Save 10% when you reorder 5 qualifying items with Prime label.
The 10% discount should be applied at checkout once the requirement is met.
The offer is valid for a limited time only.
Eligible items and availability can vary.
PROMO PAGE
Guru’s Wrap-Up
This can be a useful way to save a little extra on products you already buy regularly from Amazon. All five items need to qualify, so make sure each product has the promotional label before checking out.
Disclaimer: As an Amazon Associate I earn from qualifying purchases made through this article. Using links on the site for Amazon purchases is the best way you can support the site as you normally can’t earn cash back for these purchases. But, you should still check shopping portals such as Rakuten, TopCashback, RebatesMe, ShopBack and others for possible cashback. Your support is always greatly appreciated!
For decades, employers have controlled when workers get paid—and employees have largely accepted biweekly or monthly paychecks as a fact of working life. But now, a younger workforce is questioning the rationale.
The quiet justification for many employers has been concern over that workers might not manage their money responsibly if given faster access to it, said Andrew Brandman, COO of DailyPay, a tech company that gives employees access to their earned pay before payday. But in an economy built around immediacy, employers may be concerned with the wrong thing.
The rise of the gig economy has reset expectations around pay, with workers like Uber drivers able to access their earnings as soon as a job is completed rather than waiting until the end of a shift, Brandman said. “I hear this from employers all the time: they’re competing for a workforce now that’s looking for instant,” he said.
Currently, only 3% of employers offer this type of instant paycheck access, known as earned wage access, according to the International Foundation of Employee Benefit Plans.
But worker demand is already substantial. Roughly 10 million workers tapped some form of early wage access in 2022, moving nearly $32 billion, according to a 2024 Consumer Financial Protection Bureau study. Three million of them bypassed their employers entirely and used consumer apps, though nearly all workers paid a fee for expedited access to their funds, the CFPB found. (Most employer-partnered earned wage providers offer both free and fee-based options for employees to receive wages).
It’s not just hourly workers demanding this benefit. Brandman says he’s seen an increase in higher-wage workers using his platform. “There’s this misnomer that if you’re salaried, you must not be living paycheck to paycheck,” he said.
The solution? More communication. Firstly, HR leaders should strive to talk to their employees about the benefits they need and understand the rationale behind it, Brandman said. But more importantly, they should be talking to their fellow CHROs or CPOs about pay and why it’s been a workplace category that hasn’t changed in decades.
“What we see is when employees feel like they’re covered, that the employer’s got their back, they feel a different connection,” Brandman said. “Suddenly you get a workforce that’s way more engaged.”
Kristin Stoller Editorial Director, Fortune Live Media kristin.stoller@fortune.com